CN106255686A - Heterocyclic compound as pest control agent - Google Patents

Heterocyclic compound as pest control agent Download PDF

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Publication number
CN106255686A
CN106255686A CN201580022756.9A CN201580022756A CN106255686A CN 106255686 A CN106255686 A CN 106255686A CN 201580022756 A CN201580022756 A CN 201580022756A CN 106255686 A CN106255686 A CN 106255686A
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alkyl
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represent
spp
methyl
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CN106255686B (en
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T·布雷特施奈德
S·瑟斯佐-高尔维兹
C·格朗达尔
R·菲舍尔
M·富斯勒
P·赖尼施
M·盖克鲁
K·伊尔格
P·劳赛尔
O·马萨姆
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Bayer CropScience AG
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/72—Nitrogen atoms
    • C07D213/76—Nitrogen atoms to which a second hetero atom is attached
    • C07D213/77—Hydrazine radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond

Abstract

The present invention relates to new formula (I) heterocyclic compoundWherein G, R1、R2, Q and V there is the implication described in description, relate to their preparation method, and relate to them for preventing and treating the purposes of animal pest.

Description

Heterocyclic compound as pest control agent
The application relates to new heterocyclic compound, for preparing its method and intermediate and for preventing and treating animal evil The purposes of worm.
WO 2012/102387 A1 describes and is particularly used as insecticide and acaricidal heterocyclic compound.
WO 2004/009597 A2, WO 2008/107418 A1, WO 2009/068617 A1 and US 2004/242596 A1 discloses the heterocyclic compound for pharmacy application.
Bioorganic&Medicinal Chemistry Letters (2007), 17 (15), 4303-4307 reports spy Determine synthesis and the pharmacological characteristics of pyrazolo [3,4-d] pyrimidin-4-one.
Modern crop production compositions must is fulfilled for many requirements, such as about effect, persistency and their effect Spectrum and possible purposes.Asking of the combinableness of toxicity, environmental characteristics, rate of application and other active component or formulation auxiliary agents Topic plays and acts on, the problem of the effort needed for synthesizing activity composition；In addition, it may create resistance, the most only carry And some parameters.It is based only upon all these reason, it is impossible to think and seeking of new crop production compositions is over, but It is constantly needed to compared with known compound the new compound of characteristic at least at indivedual aspects with improvement.
It is an object of the present invention to provide the compound widening pesticide spectrum from many aspects.
This purpose and be not expressly set out but other purposes that can find out from relation discussed in this article or draw are passed through The compound of offer formula (I) and realize
Wherein
G represents N or C-A1,
A1Represent selected from following group: hydrogen, halogen, cyano group, nitro, alkyl, haloalkyl, alkoxyl, haloalkoxy Base or the cycloalkyl being optionally substituted in each case or cycloalkenyl group,
T represent electronics to or oxygen,
R1Represent the group of following formula
The key being wherein connected with the nitrogen-atoms of C (=the V)-N-Q group of formula (I) with asterisk (*) labelling,
R represents NR7R8, or represent be optionally substituted in each case selected from following group: alkyl, thiazolinyl, alkynes Base, alkoxyalkyl, alkyl-S (O)m-alkyl, R7-CO-alkyl, NR7R8-CO-alkyl, cycloalkyl, cycloalkenyl group, cycloalkyl alkane Base, cycloalkenyl alkyl, heterocyclic radical, cycloheteroalkylalkyl, phenyl, phenylalkyl, heteroaryl and heteroaryl alkyl,
W represents selected from following group: O, S, SO and SO2,
X represents selected from following group: hydrogen, halogen, cyano group, alkyl, haloalkyl, alkoxyl, halogenated alkoxy and ring Alkyl,
Y represents selected from following group: hydrogen, halogen, cyano group, alkyl, haloalkyl, alkoxyl, halogenated alkoxy, cycloalkanes Base and NR5R6,
R2Represent hydrogen or alkyl,
Q represents nitrogen or C-R3, wherein
R3Represent selected from following group: hydrogen, halogen, cyano group, nitro, hydroxyl, alkyl, haloalkyl, cycloalkyl, alcoxyl Base, halogenated alkoxy, cycloalkyl-alkyl, alkoxyalkyl, halogenated alkoxy alkyl, SH, alkyl sulfenyl, alkyl sulphinyl, Alkyl sulphonyl, haloalkylthio, alkylsulfinyl, halogenated alkyl sulfonyl, NH2, alkyl amino and dialkyl group Amino,
V represents selected from following group: oxygen, sulfur and NR4, and
R4Represent selected from following group: hydrogen, cyano group, alkyl, haloalkyl, cycloalkyl, nitro, carbonylic alkyl, carbonyl Haloalkyl and carbonylic alkoxy,
R5Represent selected from following group: hydrogen, alkyl and haloalkyl,
R6Represent selected from following group: hydrogen, alkyl and haloalkyl,
Or
R5And R6Represent together with the nitrogen being bonded with them be optionally substituted saturated or undersaturated 3 yuan to 6 rings, It optionally comprises other hetero atoms,
R7Represent hydrogen, hydroxyl, or be optionally substituted in each case selected from following group: alkyl, alkoxyl, Alkoxyalkyl, alkyl-S (O)m-alkyl, alkyl-carbonyl, alkoxy carbonyl, cycloalkyl, cycloalkenyl group, cycloalkyl-alkyl, cyclenes Base alkyl, heterocyclic radical, cycloheteroalkylalkyl, phenyl, phenylalkyl, heteroaryl and heteroaryl alkyl,
R8Represent hydrogen, metal ion, the ammonium ion being optionally substituted, or the choosing being optionally substituted in each case Group from following: alkyl, alkoxyl, alkoxyalkyl, alkyl-S (O)m-alkyl, and
M represents the number selected from 0,1 and 2.
The preferred substituent group of group shown in formula described below (I) compound or scope.A combination thereof forms preferred scope (1)。
G represents N or C-A1。
A1Represent selected from following group: hydrogen, halogen, cyano group, C1-C6-alkyl, C1-C6-haloalkyl and C3-C6-cycloalkanes Base.
T represent electronics to or oxygen.
R1Represent the group of following formula
The key being wherein connected with the nitrogen-atoms of C (=the V)-N-Q group of formula (I) with asterisk (*) labelling,
R represents NR7R8；Or represent C1-C6-alkyl, C3-C6-thiazolinyl, C3-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkane Base, C1-C6-alkyl-S (O)m-C1-C4-alkyl, each is optionally replaced by halogen or cyano group；Or represent R7-CO- C1-C4-alkyl；Or represent NR7R8-CO-C1-C4-alkyl；Or represent C3-C8-cycloalkyl, each is optionally by oxygen (producing C=O), halogen, cyano group, C1-C4-alkyl, C1-C4-alkoxyl and C1-C4-haloalkyl is monosubstituted or two replacements；Or generation Table C3-C8-cycloalkenyl group, each is optionally by oxygen (producing C=O), C1-C4-alkyl, C1-C4-alkoxyl and C1-C4- Haloalkyl is monosubstituted or two replacements；Or represent C3-C6-cycloalkyl-C1-C4-alkyl, it is optionally by oxygen (producing C=O), halogen Element, cyano group, C1-C4-alkyl, C1-C4-alkoxyl and C1-C4-haloalkyl is monosubstituted or two replacements；Or represent C3-C6-cyclenes Base-C1-C4-alkyl, it is optionally by oxygen (producing C=O), C1-C4-alkyl, C1-C4-alkoxyl and C1-C4-haloalkyl list takes Generation or two replacements；Or representing heterocyclic radical, it is optionally by oxygen (producing C=O), C1-C4-alkyl, C1-C4-alkoxyl and C1-C4- Haloalkyl is monosubstituted or two replacements；Or represent heterocyclic radical-C1-C4-alkyl, it is optionally by oxygen (producing C=O), C1-C4-alkane Base, C1-C4-alkoxyl and C1-C4-haloalkyl is monosubstituted or two replacements；Or represent phenyl, phenyl-C1-C4-alkyl, heteroaryl With heteroaryl-C1-C4-alkyl, each is optionally by halogen, cyano group, C1-C4-alkyl, C1-C4-haloalkyl, C1- C4-alkoxyl or C1-C4-halogenated alkoxy is monosubstituted to three replacements.
M represents the number selected from 0,1 and 2.
W represents selected from following group: O, S, SO and SO2。
X represents selected from following group: hydrogen, halogen, cyano group, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alcoxyl Base, C1-C6-halogenated alkoxy and C3-C6-cycloalkyl.
Y represents selected from following group: hydrogen, halogen, cyano group, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alcoxyl Base, C1-C6-halogenated alkoxy, C3-C6-cycloalkyl and NR5R6。
R2Represent hydrogen or C1-C6-alkyl.
Q represents nitrogen or C-R3。
R3Represent selected from following group: hydrogen, hydroxyl, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, C1- C6-alkoxyl, C1-C6-halogenated alkoxy, C3-C6-cycloalkyl-C1-C4-alkyl, C1-C6-alkoxy-C1-C4-alkyl, C1-C6- Halogenated alkoxy-C1-C4-alkyl, SH, C1-C6-alkyl sulfenyl, C1-C6-alkyl sulphinyl, C1-C6-alkyl sulphonyl, NH2、 C1-C6-alkyl amino and two (C1-C6-alkyl)-amino.
V represents selected from following group: oxygen, sulfur and NR4。
R4Represent selected from following group: hydrogen, cyano group, C1-C6-alkyl, C2-C6-haloalkyl and C3-C6-cycloalkyl.
R5Represent selected from following group: hydrogen, C1-C6-alkyl and C2-C6-haloalkyl.
R6Represent selected from following group: hydrogen, C1-C6-alkyl and C2-C6-haloalkyl.
R5And R6Also representing together with the nitrogen-atoms can being bonded with them and be saturated to triunsaturated 3 to 6 rings, it is optional Ground is by halogen, cyano group, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxyl, C1-C4-halogenated alkoxy replaces, particularly Aziridinyl (aziridinyl), azirenyl, diazacyclo acrylic, diazirenyl, azetidinyl (azetidinyl), dihydroazetyl, diazetidine base, dihydrodiazetyl, 1,2-oxaza butane group (oxazetidinyl), oxazetyl, sulfur nitrogen heterocycle butane group (thiazetidinyl), thiazetyl, pyrrolidinyl, dihydro Pyrrole radicals, pyrazolidinyl, pyrazoline base, imidazolidinyl, glyoxalidine base, oxazolidinyl, dihydro oxazolyl, thiazolidinyl, Dihydro-thiazolyl (dihydrothyazolyl), piperidyl, piperazinyl, hexahydro-pyridazine base, hexahydropyrimidine base, morpholine, diazine Base (dioxazinanyl), thiomorpholine, dithiazine alkane (dithiazinane), pyrrole radicals, pyrazolyl, imidazole radicals, triazolyl And tetrazole radical.
R7Represent selected from following group: hydrogen, hydroxyl, or C1-C6-alkyl, C1-C6-alkoxyl, C1-C6-alkoxy-C1- C4-alkyl, C1-C6-alkyl-S (O)m-C1-C4-alkyl, C1-C6-alkyl-carbonyl, C1-C6-alkoxy carbonyl, C3-C6-cycloalkyl, C3-C6-cycloalkenyl group, C3-C6-cycloalkyl-C1-C3-alkyl, C3-C6-cycloalkenyl group-C1-C3-alkyl, heterocyclic radical, heterocyclic radical-C1-C3- Alkyl, each is optionally mono-or polysubstituted with halogens or or two replacements monosubstituted by cyano group；And represent benzene Base, phenyl-C1-C3-alkyl, heteroaryl and heteroaryl-C1-C3-alkyl, each is optionally by C1-C4-alkyl, C1- C4-haloalkyl, C1-C4-alkoxyl, C1-C4-halogenated alkoxy, C3-C6-cycloalkyl, halogen or cyano group are monosubstituted to be taken to four Generation.
R8Represent hydrogen, metal ion；Or represent optionally by C1-C4Monosubstituted to the quaternary ammonium ion of-alkyl；Or generation Table is selected from following group: C1-C4-alkyl, C1-C4-alkoxyl, C1-C4-alkoxy-C1-C4-alkyl and C1-C4-alkyl-S (O)m-alkyl, each is optionally mono-or polysubstituted with halogens or or two replacements monosubstituted by cyano group.
The particularly preferred substituent group of the group shown in formula described below (I) compound or scope.A combination thereof is formed excellent Select scope (2).
G represents N or C-A1。
A1Represent selected from following group: hydrogen, fluorine, chlorine, bromine, C1-C4-alkyl and C1-C4-haloalkyl.
T represent electronics to or oxygen.
R1Represent the group of following formula
The key being wherein connected with the nitrogen-atoms of C (=the V)-N-Q group of formula (I) with asterisk (*) labelling,
R represents NR7R8；Or represent C1-C6-alkyl, C3-C6-thiazolinyl, C3-C6-alkynyl, C1-C4-alkoxy-C1-C3-alkane Base, C1-C4-alkyl-S (O)m-C1-C3-alkyl, each is optionally monosubstituted to seven replacements or by cyano group list by halogen Replace or two replacements；Or represent R7-CO-C1-C2-alkyl；Or represent NR7R8-CO-C1-C2-alkyl；Or represent C3-C8-cycloalkanes Base, it is optionally by oxygen (producing C=O), halogen, cyano group, C1-C4-alkyl, C1-C4-alkoxyl and C1-C4-haloalkyl list takes Generation or two replacements；Or represent C3-C8-cycloalkenyl group, it is optionally by oxygen (producing C=O), C1-C4-alkyl, C1-C4-alkoxyl and C1-C4-haloalkyl is monosubstituted or two replacements；Or represent C3-C6-cycloalkyl-C1-C4-alkyl, it optionally (is produced C=by oxygen O), halogen, cyano group, C1-C4-alkyl, C1-C4-alkoxyl and C1-C4-haloalkyl is monosubstituted or two replacements；Or represent saturated or Undersaturated C3-C6-cycloalkenyl group-C1-C4-alkyl, it is optionally by oxygen (producing C=O), C1-C4-alkyl, C1-C4-alkoxyl and C1-C4-haloalkyl is monosubstituted or two replacements；Or representing heterocyclic radical, it is optionally by oxygen (producing C=O), C1-C4-alkyl, C1- C4-alkoxyl and C1-C4-haloalkyl is monosubstituted or two replacements；Or represent heterocyclic radical-C1-C4-alkyl, it optionally (is produced by oxygen Raw C=O), C1-C4-alkyl, C1-C4-alkoxyl and C1-C4-haloalkyl is monosubstituted or two replacements；Or represent phenyl, phenyl- C1-C3-alkyl, heteroaryl and heteroaryl-C1-C3-alkyl, each is optionally by halogen, cyano group, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxyl or C1-C4-halogenated alkoxy is monosubstituted to three replacements.
W represents selected from S, SO and SO2Group.
X represents selected from following group: hydrogen, fluorine, chlorine, bromine, iodine, cyano group, C1-C4-alkyl, C1-C4-haloalkyl, C1- C4-alkoxyl and C1-C4-halogenated alkoxy.
Y represents selected from following group: hydrogen, fluorine, chlorine, bromine, iodine, cyano group, C1-C4-alkyl, C1-C4-haloalkyl, C1- C4-alkoxyl and C1-C4-halogenated alkoxy.
R2Represent hydrogen or C1-C4-alkyl.
Q represents nitrogen or C-R3。
R3Represent selected from following group: hydrogen, hydroxyl, C1-C4-alkyl, C1-C4-haloalkyl, C3-C6-cycloalkyl, C1- C4-alkoxyl, C1-C4-halogenated alkoxy, C3-C6-cycloalkyl-C1-C3-alkyl, C1-C4-alkoxy-C1-C3-alkyl, C1-C4- Halogenated alkoxy-C1-C3-alkyl, SH, C1-C4-alkyl sulfenyl, C1-C4-alkyl sulphinyl, C1-C4-alkyl sulphonyl, NH2、 C1-C4-alkyl amino and two (C1-C4-alkyl)-amino,
V represents oxygen,
R7Represent hydrogen, hydroxyl；Or represent selected from following group: C1-C4-alkyl, C1-C4-alkoxyl, C1-C4-alcoxyl Base-C1-C4-alkyl, C1-C4-alkyl-S (O)m-C1-C3-alkyl, C1-C4-alkyl-carbonyl, C1-C4-alkoxy carbonyl, C3-C6- Cycloalkyl, C3-C6-cycloalkyl-C1-C3-alkyl, heterocyclic radical, heterocyclic radical-C1-C3-alkyl, each is optionally by halogen Monosubstituted or polysubstituted or monosubstituted by cyano group or two replacements of element；And represent phenyl, benzyl, pyridine radicals, pyrimidine radicals, thiazole Base, oxazolyl, pyrazolyl, thienyl, furyl, pyridylmethyl and benzothiazolylmethyl, each is optionally by C1- C4-alkyl, C1-C3-haloalkyl, C1-C3-alkoxyl, C1-C3-halogenated alkoxy, cyclopropyl, fluorine, chlorine, bromine or cyano group list take Dai Zhisan replaces,
R8Represent hydrogen, metal ion；Or represent optionally by C1-C4Monosubstituted to the quaternary ammonium ion of-alkyl, or be selected from Following group: C1-C4-alkyl, C1-C4-alkoxyl, C1-C4-alkoxy-C1-C2-alkyl and C1-C4-alkyl-S (O)m-C1- C2-alkyl, each is optionally mono-or polysubstituted with halogens or or two replacements monosubstituted by cyano group,
M represents the number selected from 0,1 and 2.
The substituent group very particularly preferably of the group shown in formula described below (I) compound or scope.A combination thereof shape Become preferred scope (3).
G represents N or C-A1,
A1Represent selected from following group: hydrogen, fluorine, chlorine, bromine, methyl, ethyl, isopropyl, the tert-butyl group, trifluoromethyl, two Methyl fluoride, 2,2,2-trifluoroethyls and 2,2-bis-fluoro ethyl,
T represent electronics to or oxygen,
R1Represent the group of following formula
The key being wherein connected with the nitrogen-atoms of C (=the V)-N-Q group of formula (I) with asterisk (*) labelling,
R represents NR7R8；Or represent selected from following group: C1-C4-alkyl, C3-C4-thiazolinyl, C3-C4-alkynyl, C1-C2- Alkoxy-C1-C2-alkyl and C1-C2-alkyl-S (O)m-C1-C2-alkyl, each optionally monosubstituted by fluorine, chlorine, Two replacements, three replacements, four replacements or five replacements or by cyano group two replacement；Or represent R7-CO-C1-C2-alkyl；Or represent NR7R8- CO-C1-C2-alkyl；Or represent C3-C6-cycloalkyl, it is optionally by halogen, cyano group, C1-C2-alkyl, C1-C2-alkoxyl or C1-C2-haloalkyl is monosubstituted or two replacements or or two replacements (produce C=O) monosubstituted by oxygen atom；Or represent C3-C6-ring Thiazolinyl, it is optionally by C1-C2-alkyl, C1-C2-alkoxyl or C1-C2-haloalkyl is monosubstituted or two replacements or by oxygen atom Monosubstituted or two replacements (produce C=O)；Or represent C3-C6-cycloalkyl-C1-C2-alkyl, it is optionally by halogen, cyano group, C1- C2-alkyl, C1-C2-alkoxyl or C1-C2-haloalkyl is monosubstituted to two replacements；Or represent C3-C6-cycloalkenyl group-C1-C2-alkane Base, it is optionally by C1-C2-alkyl, C1-C2-alkoxyl or C1-C2-haloalkyl is monosubstituted or two replacements；Or represent heterocycle Base, it is optionally by C1-C2-alkyl, C1-C2-alkoxyl or C1-C2-haloalkyl is monosubstituted or two replacements；Or represent heterocycle Base-C1-C2-alkyl, it is optionally by C1-C2-alkyl, C1-C2-alkoxyl or C1-C2-haloalkyl is monosubstituted or two replacements；With And represent phenyl, benzyl, pyridine radicals, pyrimidine radicals, thiazolyl, oxazolyl, pyrazolyl, thienyl, furyl, pyridylmethyl and Benzothiazolylmethyl, each is optionally by fluorine, chlorine, bromine, cyano group, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkane Epoxide or C1-C4-halogenated alkoxy is monosubstituted or two replacements.
W represents selected from S, SO and SO2Group,
X represents selected from following group: hydrogen, fluorine, chlorine, bromine, cyano group, methyl, ethyl, trifluoromethyl, methoxyl group, ethoxy Base, difluoro-methoxy and trifluoromethoxy,
Y represents selected from following group: hydrogen, fluorine, chlorine, bromine, cyano group, methyl, ethyl, trifluoromethyl, methoxyl group, ethoxy Base, difluoro-methoxy and trifluoromethoxy,
R2Represent hydrogen or methyl,
Q represents nitrogen or C-R3,
R3Represent selected from following group: hydrogen, methyl, trifluoromethyl and cyclopropyl,
V represents oxygen,
R7Represent selected from following group: hydrogen, hydroxyl, or C1-C4-alkyl, C1-C4-alkoxyl, C1-C4-alkoxy-C1- C4-alkyl, C1-C4-alkyl-S (O)m-C1-C2-alkyl, C1-C4-alkyl-carbonyl, C1-C4-alkoxy carbonyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C3-alkyl, heterocyclic radical and heterocyclic radical-C1-C3-alkyl, each is optionally taken by fluorine, chlorine list Generation, two replacements, three replacements, four replacements or five replacements or or two replacements monosubstituted by cyano group；And represent phenyl, benzyl, pyridine Base, pyrimidine radicals, thiazolyl, oxazolyl, pyrazolyl, thienyl, furyl, pyridylmethyl and benzothiazolylmethyl, therein often One optionally by C1-C4-alkyl, C1-C3-haloalkyl, C1-C3-alkoxyl, C1-C3-halogenated alkoxy, cyclopropyl, fluorine, Chlorine, bromine or cyano group are monosubstituted to three replacements,
R8Represent hydrogen, alkali metal ion or alkaline-earth metal ions, optionally by C1-C4Monosubstituted to the quaternary ammonium of-alkyl Ion；Or represent selected from following group: C1-C4-alkyl, C1-C4-alkoxyl, C1-C4-alkoxy-C1-C2-alkyl and C1- C4-alkyl-S (O)m-C1-C2-alkyl, each optionally fluorine, chlorine monosubstituted or polysubstituted or monosubstituted by cyano group or Two replacements,
M represents the number selected from 0,1 and 2.
The especially preferred substituent group of the group shown in formula described below (I) compound or scope.A combination thereof is formed excellent Select scope (4).
G represents N or C-A1,
A1Represent selected from hydrogen and the group of fluorine,
T represent electronics to or oxygen,
R1Represent in following group:
The key being wherein connected with the nitrogen-atoms of C (=the V)-N-Q group of formula (I) with asterisk (*) labelling,
R represents methyl, ethyl, propyl group, isopropyl, normal-butyl, isobutyl group, sec-butyl, the tert-butyl group, pi-allyl, 2-butylene Base, propargyl, 2-butyne base, each optionally, two replacements monosubstituted by fluorine or three replacements or monosubstituted by cyano group； Or represent C3-C6-cycloalkyl, it is optionally taken by fluorine, chlorine, cyano group, methyl, ethyl, methoxyl group, ethyoxyl or trifluoromethyl list Generation；Or represent C3-C6-methyl cycloalkyl, it is optionally taken by fluorine, chlorine, cyano group, methyl, ethyl, methoxyl group or trifluoromethyl list Generation；Or represent phenyl, benzyl, pyridine radicals, pyrimidine radicals, thiazolyl and pyridylmethyl, each optionally by fluorine, Chlorine, bromine, cyano group, methyl, ethyl, isopropyl, the tert-butyl group, trifluoromethyl, difluoromethyl, methoxyl group, ethyoxyl, difluoro-methoxy Or trifluoromethoxy is monosubstituted or two replacements,
W represents selected from S, SO and SO2Group,
X represents selected from following group: hydrogen, fluorine, chlorine, bromine, cyano group, methyl, ethyl, trifluoromethyl, methoxyl group, ethoxy Base, difluoro-methoxy and trifluoromethoxy,
Y represents selected from following group: hydrogen, fluorine, chlorine, bromine, cyano group, methyl, ethyl, trifluoromethyl, methoxyl group, ethoxy Base, difluoro-methoxy and trifluoromethoxy,
R2Represent hydrogen or methyl,
Q represents nitrogen or C-R3,
R3Represent selected from following group: hydrogen, methyl, trifluoromethyl and cyclopropyl,
V represents oxygen.
The preferred substituent group of emphasis of the group shown in formula described below (I) compound or scope.A combination thereof is formed excellent Select scope (5).
G represents N or C-A1,
A1Represent selected from hydrogen and the group of fluorine,
T represents electronics pair,
R1Represent the group of following formula
The key being wherein connected with the nitrogen-atoms of C (=the V)-N-Q group of formula (I) with asterisk (*) labelling,
R represents methyl, ethyl, propyl group, isopropyl, normal-butyl, isobutyl group, sec-butyl, the tert-butyl group, pi-allyl, 2-butylene Base, propargyl, 2-butyne base, each optionally, two replacements monosubstituted by fluorine or three replacements or monosubstituted by cyano group； Or represent C3-C6-cycloalkyl, it is optionally taken by fluorine, chlorine, cyano group, methyl, ethyl, methoxyl group, ethyoxyl or trifluoromethyl list Generation；Or represent C3-C6-methyl cycloalkyl, it is optionally taken by fluorine, chlorine, cyano group, methyl, ethyl, methoxyl group or trifluoromethyl list Generation；Or represent phenyl, benzyl, pyridine radicals, pyrimidine radicals, thiazolyl and pyridylmethyl, each optionally by fluorine, Chlorine, bromine, cyano group, methyl, ethyl, isopropyl, the tert-butyl group, trifluoromethyl, difluoromethyl, methoxyl group, ethyoxyl, difluoro-methoxy Or trifluoromethoxy is monosubstituted or two replacements,
W represents selected from S, SO and SO2Group,
X represents selected from following group: hydrogen, fluorine, chlorine, bromine, cyano group, methyl, ethyl and trifluoromethyl,
Y represents selected from following group: hydrogen, fluorine, chlorine, bromine, cyano group, methyl, ethyl and trifluoromethyl,
R2Represent hydrogen or methyl,
Q represents nitrogen or C-R3,
R3Represent selected from hydrogen and the group of methyl,
V represents oxygen.
The preferred substituent group of emphasis of the group shown in formula described below (I) compound or scope.A combination thereof is formed excellent Select scope (6).
G represents N or C-A1,
A1Represent selected from hydrogen or the group of fluorine,
T represents electronics pair,
R1Represent the group of following formula
The key being wherein connected with the nitrogen-atoms of C (=the V)-N-Q group of formula (I) with asterisk (*) labelling,
R represents methyl, ethyl, propyl group, isopropyl, normal-butyl, isobutyl group, sec-butyl, the tert-butyl group, pi-allyl, 2-butylene Base, propargyl, 2-butyne base, each optionally, two replacements monosubstituted by fluorine or three replacements or monosubstituted by cyano group； Or represent C3-C6-cycloalkyl, it is optionally taken by fluorine, chlorine, cyano group, methyl, ethyl, methoxyl group, ethyoxyl or trifluoromethyl list Generation；Or represent C3-C6-methyl cycloalkyl, it is optionally taken by fluorine, chlorine, cyano group, methyl, ethyl, methoxyl group or trifluoromethyl list Generation；Or represent phenyl, benzyl, pyridine radicals, pyrimidine radicals, thiazolyl and pyridylmethyl, each optionally by fluorine, Chlorine, bromine, cyano group, methyl, ethyl, isopropyl, the tert-butyl group, trifluoromethyl, difluoromethyl, methoxyl group, ethyoxyl, difluoro-methoxy Or trifluoromethoxy is monosubstituted or two replacements,
W represents selected from S, SO and SO2Group,
X represents selected from following group: hydrogen, fluorine, chlorine, bromine, cyano group, methyl, ethyl and trifluoromethyl,
Y represents selected from following group: hydrogen, fluorine, chlorine, bromine, cyano group, methyl, ethyl and trifluoromethyl,
R2Represent hydrogen or methyl,
Q represents nitrogen or C-R3,
R3Represent selected from hydrogen and the group of methyl,
V represents oxygen.
Group shown in formula described below (I) compound go back the preferred substituent group of emphasis or scope.A combination thereof is formed Preferably scope (7).
G represents N or C-A1,
A1Represent selected from hydrogen or the group of fluorine,
T represents electronics pair,
R1Represent the group of following formula
The key being wherein connected with the nitrogen-atoms of C (=the V)-N-Q group of formula (I) with asterisk (*) labelling,
R represents methyl, ethyl, propyl group, isopropyl, normal-butyl, isobutyl group, sec-butyl, the tert-butyl group, pi-allyl, 2-butylene Base, propargyl, 2-butyne base, each optionally, two replacements monosubstituted by fluorine or three replacements or monosubstituted by cyano group； Or represent C3-C6-cycloalkyl, it is optionally taken by fluorine, chlorine, cyano group, methyl, ethyl, methoxyl group, ethyoxyl or trifluoromethyl list Generation；Or represent C3-C6-methyl cycloalkyl, it is optionally taken by fluorine, chlorine, cyano group, methyl, ethyl, methoxyl group or trifluoromethyl list Generation；Or represent phenyl, benzyl, pyridine radicals, pyrimidine radicals, thiazolyl and pyridylmethyl, each optionally by fluorine, Chlorine, bromine, cyano group, methyl, ethyl, isopropyl, the tert-butyl group, trifluoromethyl, difluoromethyl, methoxyl group, ethyoxyl, difluoro-methoxy Or trifluoromethoxy is monosubstituted or two replacements,
W represents selected from S, SO and SO2Group,
X represents selected from following group: hydrogen, fluorine, chlorine, bromine, cyano group, methyl, ethyl and trifluoromethyl,
Y represents selected from following group: hydrogen, fluorine, chlorine, bromine, cyano group, methyl, ethyl and trifluoromethyl,
R2Represent hydrogen or methyl,
Q represents nitrogen or C-R3,
R3Represent selected from hydrogen and the group of methyl,
V represents oxygen.
Another specific embodiments (preferably scope (8)) of the present invention relates to formula (I) compound, wherein
G represents C-A1,
A1Represent hydrogen,
T represent electronics to or oxygen,
R1Represent the group of following formula
The key being wherein connected with the nitrogen-atoms of C (=the V)-N-Q group of formula (I) with asterisk (*) labelling,
R represents selected from methyl, trifluoroethyl and the group of Cvclopropvlmethvl,
W represents the group selected from S and SO,
X represents selected from following group: hydrogen, fluorine, chlorine and methyl,
Y represents selected from hydrogen, chlorine and the group of methyl,
R2Represent hydrogen,
Q represents nitrogen or C-R3,
R3Represent hydrogen or methyl, and
V represents oxygen.
In preferred scope (1), except as otherwise noted,
Halogen is selected from fluorine, chlorine, bromine and iodine, the most successively selected from fluorine, chlorine and bromine,
Heteroaryl (hetaryl) (with heteroaryl (heteroaryl) synonym, including such as heteroaryl alkyl as bigger list Unit a part) selected from furyl, thienyl, pyrrole radicals, pyrazolyl, imidazole radicals, 1,2,3-triazolyl, 1,2,4-triazolyl, Oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, 1,2,3-di azoly, 1,2,4-di azoly, 1,3,4-di azoly, 1,2,5-di azoly, 1,2,3-thiadiazolyl group, 1,2,4-thiadiazolyl group, 1,3,4-thiadiazolyl group, 1,2,5-thiadiazolyl group, pyrrole Piperidinyl, pyrimidine radicals, pyridazinyl, pyrazinyl, 1,2,3-triazine radical, 1,2,4-triazine radical, cyanuro 1,3,5, benzofuranyl, Benzisoxa furyl (benzoisofuryl), benzothienyl, benzisoxa thienyl (benzoisothienyl), indyl, Isoindolyl, indazolyl, benzothiazolyl, benzisothia oxazolyl, benzoxazolyl group, benzisoxa oxazolyl, benzimidazolyl, 2, 1,3-benzodiazole, quinolyl, isoquinolyl, cinnolines base, phthalazinyl, quinazolyl, quinoxalinyl, naphthyridinyl, benzo three Piperazine base, purine radicals, pteridyl and indolizine base,
Heterocyclic radical represents saturated 3 yuan, 4 yuan, 5 yuan or 6 rings, and described ring contains 1 or 2 nitrogen-atoms and/or an oxygen Atom and/or a sulphur atom, but wherein 2 nitrogen-atoms do not answer direct neighbor, such as: aziridinyl, azetidin Alkyl, aza-cyclopentane base (azolidinyl), piperidine base (azinanyl), Oxyranyle (oxiranyl), oxygen Azetidinyl (oxetanyl), tetrahydrofuran base (oxolanyl), oxinane base (oxanyl), dioxane Base (dioxanyl), thiirane base base (thiiranyl), Thietane base (thietanyl), tiacyclopentane base (thiolanyl), thia cyclohexyl (thianyl) and tetrahydrofuran base.
In preferred scope (2), except as otherwise noted,
Halogen is fluorine, chlorine, bromine and iodine, preferably fluorine, chlorine and bromine,
Heteroaryl (including a such as heteroaryl alkyl part as larger unit ()) represents pyridine radicals, pyrimidine radicals, thiophene Oxazolyl, oxazolyl, pyrazolyl, thienyl, furyl, benzyl, pyridylmethyl and benzothiazolylmethyl, and
Heterocyclic radical (including a such as cycloheteroalkylalkyl part as larger unit ()) represents saturated or undersaturated 3 Unit, 4 yuan or 5 rings, described ring contains 1 or 2 nitrogen-atoms and/or an oxygen atom and/or a sulphur atom, but wherein 2 Individual nitrogen-atoms does not answer direct neighbor, such as 1-aziridinyl or 2-aziridinyl, 2-Oxyranyle, 2-thia ring Propyl, 1-azetidinyl or 2-azetidinyl, 2-oxetanyl or 3-oxetanyl, 2-thia ring Butane group or 3-Thietane base, 1,3-dioxetane-2-base, 1-pyrrolidinyl, 2-pyrrolidinyl or 3-pyrrolidine Base.
In preferred scope (3), except as otherwise noted,
Halogen represents fluorine, chlorine, bromine and iodine, preferably fluorine, chlorine and bromine, and
Heterocyclic radical (including a such as cycloheteroalkylalkyl part as larger unit) represent saturated or undersaturated 3 yuan or 4 rings, described ring contains 1 or 2 nitrogen-atoms and/or an oxygen atom and/or a sulphur atom, but wherein 2 nitrogen-atoms Do not answer direct neighbor, such as 1-aziridinyl or 2-aziridinyl, 2-Oxyranyle, 2-thiirane base, 1-azetidinyl or 2-azetidinyl, 2-oxetanyl or 3-oxetanyl, 2-Thietane base Or 3-Thietane base or 1,3-dioxetane-2-base.
Unless otherwise, the group (such as haloalkyl) of halogen substiuted is monohaloalkyl or polyhalo, up to may be used The maximum number of the substituent group of energy.In the case of polyhalo, halogen atom may be the same or different.In this case, halogen Represent fluorine, chlorine, bromine or iodine, especially fluorine, chlorine or bromine.
Term metal ion includes alkali metal ion and alkaline-earth metal ions, but is not limited to this.
In this application, term alkali metal ion represents selected from lithium, sodium, potassium, rubidium and the ion of caesium, is preferably selected from lithium, sodium Ion with potassium.
In this application, term alkaline-earth metal ions represents selected from beryllium, magnesium, calcium, strontium and the ion of barium, be preferably selected from magnesium and The ion of calcium.
Saturated or undersaturated alkyl (such as alkyl or alkenyl) can be individually straight chain or be if possible side chain, Be combined including with hetero atom, such as in alkoxyl.
Except as otherwise noted, the group being optionally substituted can be monosubstituted or polysubstituted, wherein in polysubstituted feelings Under condition, substituent group may be the same or different.
In formula (I) compound, if T represents oxygen, then these compounds are presented in N-oxide.
In formula (I) compound, if T represents electronics pair, then these compounds presented in pyridine, or for G=N, presented in pyrimidine.
Be given above ordinary circumstance or preferably in the range of group definition or elaboration be applicable to end-product and correspondingly fit For parent material and intermediate.These group definition are bonded to each other as required, are i.e. included between respective preferred scope Combination.
According to the invention it is preferred to and be preferably used is such formula (I) compound, wherein there is work listed above Combination (preferably scope (1)) for preferably definition.
According to the present invention, the formula particularly preferably and especially preferably used (I) compound, wherein there is work listed above Combination (preferably scope (2)) for particularly preferred definition.
According to the present invention, formula (I) compound very particularly preferably and the most especially preferably used, wherein more than existence The combination as the most especially preferred definition (preferably scope (3)) listed.
Another preferred embodiment of the present invention is defined by preferred scope (4).
Another preferred embodiment of the present invention is defined by preferred scope (5).
Another preferred embodiment of the present invention is defined by preferred scope (6).
Another preferred embodiment of the present invention is defined by preferred scope (7).
Another preferred embodiment of the present invention is defined by preferred scope (8).
Another preferred embodiment of the present invention relates to the compound of formula (I), and wherein G represents CH.
Another preferred embodiment of the present invention relates to the compound of formula (I), and wherein V represents O.
Another preferred embodiment of the present invention relates to the compound of formula (I), wherein R1Represent the group of following formula
Another preferred embodiment of the present invention relates to the compound of formula (I), wherein R2Represent H.
According to the character of substituent group, formula (I) compound is likely to the form into stereoisomer, is geometric isomer And/or the isomer mixture that the form of optical isomer or difference form.The present invention both provided pure stereoisomer, carried again For any desired mixt of these isomers, even if the most only discussing formula (I) compound in this article.
But, formula preferably used according to the invention (I) compound and optically active, the stereoisomeric forms in any ratio of salt thereof and mutually Become isomeric form.
The suitable salt of formula (I) compound that can be mentioned that is conventional non-toxic salts, the salt that i.e. formed with suitable alkali and with add Become the salt that acid is formed.The salt preferably formed with inorganic base, such as alkali metal salt (such as sodium salt, potassium salt or cesium salt), alkaline-earth metal Salt (such as calcium salt or magnesium salt), ammonium salt；With organic base and with inorganic amine formed salt, such as triethyl ammonium salt, dicyclohexyl Ammonium salt, N, N '-dibenzyl second di-ammonium salts, pyridiniujm, picoline salt (picolinium) or alcohol salt；Formed with mineral acid Salt, such as hydrochlorate, hydrobromate, dihydrogen sulfate salt (dihydrosulphates), sulphuric acid three hydrogen salt Or phosphate (trihydrosulphates)；The salt formed with organic carboxyl acid or organic sulfonic acid, such as formates, acetate, three Fluoroacetate, maleate, tartrate, mesylate, benzene sulfonate or tosilate；With basic amino acid formation Salt, such as arginine salt, aspartate or glutamate, Glu etc..
Tautomeric form is at such as R3Occur in the case of representation hydroxy:
Therefore, the pure mapping that the present invention relates to for preventing and treating animal pest (include arthropod and particularly insecticide) is different Structure body and diastereomer and mixture thereof.
Moreover, it has been discovered that new formula (I) compound can be prepared by methods described below.
Such as, formula (I) compound can be prepared, by method A-1 and A-2 as shown in scheme hereafter with two steps. In the program and following scheme, unless otherwise indicated by context, Het represents group
It is by being connected with the nitrogen on pyrazole ring by the key of asterisk labelling.
Formula (III) amino-pyrazol required for method A-1 and A-2 can such as be prepared by method B and C.
Wherein Het, Q, R1And R2The most as defined above, R ' is hydrogen or alkyl (especially methyl and ethyl), and Hal is halogen (preferably chlorine, bromine and iodine), and PG is suitable blocking group.
Method A-1
Can be by means of known in the literature method with two step synthesis formula (I) compounds.
In the first synthesis step, by multiple method, the compound of formula (III) can be converted the amide of an accepted way of doing sth (II).When During R '=alkyl, this conversion process can realize (seeing B.M.Trost and I.Fleming at Comprehensive without activation Organic Synthesis, Ed.Pergamon, 1991, in volume 6).As an alternative, document discloses by forming ammonia The method that base aluminum (aluminium amide) carries out activating (sees T.Ooi and K.Marouka at Science of Synthesis, Ed.Georg Thieme, volume 2003,7, in 225-246).These amination aluminum can be such as by amine or its salt By reacting with trimethyl aluminium or their adducts with the air-stable of 1,4-diazabicylo [2.2.2] octane (DABCO) Prepare (see S.Woodward at Tet.Lett.2006, in 47,5767-5769).
As an alternative, can be by the amino-pyrazol of the formula (III) of wherein R '=alkyl through two stage conversion accepted way of doing sth (II) amide: first hydrolysis obtains carboxylate, such as by anti-with inorganic base (preferably sodium hydroxide and potassium hydroxide solution) Should, described reaction optionally employs inert organic solvents, optionally by the acidifying system with diluted acid (such as aqueous hydrochloric acid solution) The standby carboxylic acid with the formula (III) separating wherein R '=hydrogen；Carry out amidation process subsequently with required amine and produce the change of formula (II) Compound.For amidation step, having described substantial amounts of reaction condition, such as G.Benz is at Comprehensive Organic Synthesis, the 1st edition, Pergamon Press, Oxford, 1991, volume 6, in the 381-417 page； P.D.Bailey etc. at Comprehensive Organic Functional Group Transformation, the 1st edition, Elsevier Science Ltd., Oxford, 1995, volume 5, the 257-308 page neutralizes R.C.Larock and exists Comprehensive Organic Transformations, second edition, Wiley-VCH, New York, Weinheim, 1999, the In 1929-1994 page.These reaction in some carried out by intermediate phosgene, described phosgene can in the form of individual or The form produced in position uses.
Amidation process is optionally deposited in the presence of condensing agent, optionally in the presence of acid acceptor and optionally at solvent Under carry out.
Available condensing agent is all condensing agents being generally used for this type of amidation process.Example includes carboxylic acid halides forming agent Such as phosgene, Phosphorous chloride., ethanedioly chloride or thionyl chloride；Carbodiimide such as N, N '-dicyclohexylcarbodiimide (DCC) and 1- (3-dimethylaminopropyl)-3-ethyl carbodiimide (EDCI)；Or other conventional condensing reagents such as phosphorus pentoxide, poly phosphorus Acid, N, N '-carbonyl dimidazoles, the methiodide pyridine of 2-chlorine 1-(2-chloropyridine 1-methoiodide) (Mukaiyama's reagent), 2-ethyoxyl-N-ethoxy carbonyl-1,2-dihydroquinoline (EEDQ), triphenylphosphine/carbon tetrachloride, Tripyrrole alkyl bromination hexafluorophosphate (BROP), O-(1H-benzotriazole-1-base epoxide) three (dimethylamino) hexafluoro Phosphate (BOP), N, N, N, N '-two (tetramethylene) chlorourea tetrafluoroborate, O-(1H-benzotriazole-1-base)-N, N, N ', N '-tetramethylurea hexafluorophosphate (HBTU), O-(1H-benzotriazole-1-base)-N, N, N ', N '-two (tetramethylene) urea hexafluoro Phosphate, O-(1H-benzotriazole-1-base)-N, N, N ', N '-tetramethylurea tetrafluoroborate (TBTU), O-(1H-benzo three Azoles-1-base)-N, N, N ', N '-two (tetramethylene) urea tetrafluoroborate, O-(7-azepine benzo triazol-1-yl)-N, N, N ', N '-tetramethylurea hexafluorophosphate (HATU), I-hydroxybenzotriazole (HOBt) and 4-(4,6-dimethoxy-1,3,5-triazine- 2-yl)-4-methyl morpholine salt (DMT.MM) (generally using with muriatic form).These reagent can be used alone or combine Use.
The available inorganic base that acid acceptor is all routines or organic base, such as triethylamine, diisopropylethylamine, N-methyl Morpholine or N, N-dimethyl aminopyridine.Method A of the present invention is optionally at suitable reaction promoter such as N, N-dimethyl methyl Amide or N, carried out in the presence of N-dimethyl aminopyridine.Available solvent or diluent include all inert organic solvents, Such as aliphatic hydrocarbon or aromatic hydrocarbon (such as petroleum ether, toluene), halogenated hydrocarbons are (such as chlorotoluene, dichloromethane, chloroform, 1,2-bis-chloroethene Alkane), ether (such as diethyl ether, dioxane, oxolane, 1,2-dimethoxy-ethane), ester (such as ethyl acetate or methyl acetate), Nitro hydrocarbon (such as nitromethane, nitroethane, Nitrobenzol), nitrile (such as acetonitrile, benzonitrile), amide (such as N,N-dimethylformamide, N, N-dimethyl acetylamide, N-methyl formyl aniline, N-methylpyrazole alkanone, hexamethylphosphorictriamide ) and dimethyl sulfoxide or water or the mixture of mentioned solvent (hexamethylphosphortriamide).
Mixed acid anhydride can also be used to prepare formula (III) compound (seeing J.Am.Chem.Soc.1967,5012).? In the method, it is possible to use chloro-formate, such as isobutyl chlorocarbonate and isopropyl chlorocarbonate.For this purpose, it is also possible to use Diethyl chloroacetic chloride, trimethyl-aceyl chloride or similar compound.
In second synthesis step, the amide cyclised compound for formula (I) of formula (II) can be made.
At Q=C-R3(wherein R3For H or alkyl) in the case of, the cyclisation of the amide of formula (II) can use ortho esters (as former Formic acid triethyl or triethly orthoacetate) carry out, (such as exist at alcohol such as ethanol the most in the presence of a solvent or diluent Under, but also in the presence of DMF or N,N-dimethylacetamide), optionally in catalytic amount or stoichiometry or Carry out in the presence of the organic acid (such as p-methyl benzenesulfonic acid or acetic acid) of excess or mineral acid (such as hydrochloric acid or sulphuric acid).It is used as Mentioned acid replaces described solvent or diluent.At R3In the case of=H, this kind of example of the reaction with triethyl orthoformate Be present in Archiv der Pharmazie 2000,333 (8), 261-266 (being used for preparing quinazolinone), J.Het.Chem.1990,27 (7), 1953-1956 (ibid) and WO 2010/54398 (are used for preparing pyrazine hepyramine (pyrazinopyrimidinones) in).At R3In the case of=methyl, see for example WO2010/100189 and (be used for preparing Quinazolinone).
At Q=C-R3(wherein R3Represent alkyl or haloalkyl) in the case of, the PyrazolopyrimidinonecGMP of formula (I) (pyrazolopyrimidinones) also can by known in the literature method make the amide of formula (II) and suitable carbonyl halide or Carboxylic acid anhydrides reaction prepares, described method such as, at R3It is recorded in the case of=methyl in WO2009/143049, at R3=tri- It is recorded in the case of methyl fluoride in WO 2008/039489.
In the case of Q=N, can be according to the known in the literature method azo diazotising by the amide of formula (II) (azodiazotization) PyrazolopyrimidinonecGMP of formula (I) is prepared.Such as, at 0 to 5 DEG C, at organic acid or mineral acid In the presence of, generally with nitrite (ester) source such as sodium nitrite or isobutyl nitrite in water, alcohol or polar aprotic solvent Process formula (II) compound.The example of reaction condition is found in WO 2004/242572 or J.Amer.Chem.Soc.Perkin Trans.1,1980,633-638.
Method A-2
The N-substituted PyrazolopyrimidinonecGMP wherein Q=C-R of formula (I)3, wherein R3Representing H or alkyl can two Individual step is prepared by the following method by the amino-pyrazol of formula (III): is converted first into the intermediate of formula (I-H), then exists Replace on the nitrogen of these intermediate.
For Q=C-H, by making the amino-pyrazol of formula (III) and Formamidine acetate at counterflow condition in methyl cellosolve Lower reaction overnight obtain the PyrazolopyrimidinonecGMP of formula (I-H) by document it is known that see US 2007/0281949.
The N-of the PyrazolopyrimidinonecGMP of formula (I-H) replaces and can carry out in many ways.Document discloses by alkali and lazy With the S of suitable aryl substrate in the presence of property organic solventNAr reaction carries out the N-arylation of pyrimidone, described aryl substrate For such as by nitro, nitrile or the aryl fluorides of trifluoromethyl group activation, example sees DE 4431218.For different Aryl compound and heteroaryl compound, reaction is preferably carried out under the catalysis of transition metal or intervention.Many reaction conditions Explanation be described in the literature, such as WO2007/146824.Preferably, generally at part such as diamine part, as N, N'-dimethyl-ethylenediamine, N, N-dimethyl-ethylenediamine or trans-N, the existence of N'-dimethyl-1,2-cyclohexane diamine Under, use copper or mantoquita such as Copper diiodide (I), copper oxide (I), copper trifluoromethanesulfcomposite (I) or copper trifluoromethanesulfcomposite (II) conduct Catalyst.Summary sees such as Chem.Sci.2010, volume 1,13-31.As an alternative, it is possible to use 1,3-diketone, example Such as 2,4-pentanedione, DPM dpm,dipivalomethane or dibenzoyl methane；Aminoacid, such as L-PROLINE or Glycine；Or other compounds, such as 8-hydroxyquinoline (Tetrahedron Lett.2009, volume 50,7293-7296), two sub- Benzylacetone, bipyridyl or phenanthroline.Generally, reaction is carried out under the following conditions: in the presence of base, it is common that carbonate Or phosphatic alkali, such as potassium carbonate, sodium carbonate, cesium carbonate or potassium phosphate；In a suitable solvent, such as dioxane, first Benzene, dimethyl sulfoxide or N,N-dimethylformamide.Additive, such as potassium iodide, cesium fluoride or other salt can also be used.
Or, under palladium chtalyst, this type of reaction can be carried out in the presence of part and alkali in a suitable solvent, described Palladium chtalyst such as uses catalyst, such as acid chloride, tetrakis triphenylphosphine palladium, double (triphenylphosphine) Palladous chloride. (II), three (two benzal Benzylacetone) two palladiums (0), described part such as 2, double (diphenylphosphino)-1 of 2'-, 1'-dinaphthalene, 9,9-dimethyl-4,5-double (two Phenyl phosphino-) xanthene, 1, double (diphenylphosphino) ferrocene of 1'-, described alkali such as potassium carbonate, sodium carbonate, cesium carbonate or phosphorus Acid potassium, described solvent such as dioxane, toluene, dimethyl sulfoxide or DMF.
As an alternative, formula (I) compound can be by making the pyrazolopyrimidine reactive ketone of boric acid and the formula (I-H) being suitable for Prepare.Generally, described reaction is at copper (II) salt such as copper acetate (II), copper trifluoromethanesulfcomposite (II) or copper (I) salt such as chlorine Under changing copper (I), the catalysis of copper acetate (I) or getting involved, under air or oxygen atmosphere, generally (such as use in dehydration conditions and divide Son sieve) under carry out.The alkali used is the such as triethylamine in applicable solvent, N-ethyl diisopropylamine, pyridine, 2,6-diformazan Yl pyridines, N-methylmorpholine or 1,8-diazabicylo 11 carbon-7-alkene, described solvent such as dichloromethane, dichloroethanes, first Alcohol, N,N-dimethylformamide, oxolane, dioxane, acetonitrile, ethyl acetate or toluene.Document has been recorded pyrimidone Lot of examples, including WO 2008/062905 or WO 2009/133970.General reviews sees such as Synthesis 2011, No. 6,829-856 or Tetrahedron 2012, volume 68,7735-7754.Except boric acid, it is possible to use other Boron compound, such as three Potassium borofluorides, borate etc., or other organo-metallic compounds, such as stannane, silane or bismuth alkane (bismuthanes)。
The amino-pyrazol of formula (III) required in method A-1 and A-2 can such as be prepared by method B and C.
Method B
The amino-pyrazol of formula (III) and (IIIa) can a step such as be passed through by Liv Ullmann (Ullmann) reaction The most known method (seeing Chem.Rev.2008,108,3054-3131) is by the bromide of corresponding formula (IV) and formula (V) prepared by amino-pyrazol.
The case history of the arylation of amino-pyrazol is in WO2007/039146.This type of is reacted, such as, in alkali (example Such as potassium carbonate) and part (such as anti-form-1,2-diamino-cyclohexane or trans-N, N '-dimethyl-1,2-cyclohexane diamine) or In the presence of a combination thereof, applicable solvent (such as dioxane, DMF, N,N-dimethylacetamide or Pyridine) or the combination of solvent in, use catalyst based on copper (I) (such as Copper diiodide (I)).The temperature that reaction typically requires exists Between 80 and 180 DEG C.
When carrying out method B of the present invention, it is possible to use any be suitable for these reaction commercially available microwave equipments (such as Anton Paar Monowave 300, CEM Discover S, Biotage Initiator 60).
The formula (III) prepared in this way and the amino-pyrazol of (IIIa) can be such as by silica gel or RP (C-18) Chromatographic isolation or the stirring solvent or the recrystallization that are suitable for by use are separated.
Method C
As the replacement scheme of method B, can be by known in the literature method by the hydrazine of formula (VI) or its salt (preferably hydrochloric acid Salt) prepare the amino-pyrazol (seeing E.J.Med.Chem.2011,46,3867-3876) of formula (III).
In step 1, the hydrazine of formula (VI) is such as by (usually benzaldehyde, sees Biorg.Med.Chem.Let with aldehyde 2004,14,4585-4589) reaction forms the hydrazone of formula (VII) and is protected.Protected formula (VII) compound generally has in inertia In machine solvent (such as alcohol) between 50 DEG C and 100 DEG C at a temperature of react with the cyano derivative of formula (IX) and to obtain formula (VIII) Compound (seeing J.Het.Chem.1990,27,1805-1807) (step 2).Formula (VIII) compound the most in step 3 Amino-pyrazol with acid (such as hydrochloric acid) reacting generating (IIIb).
Sulfide oxidation is formed the conventional method of sulfoxide and sulfone
Wherein W represents formula (I) compound (sulfoxide) of SO or W represents SO2The compound (sulfone) of formula (I) document can be passed through Method known in is represented formula (I) compound (thioether) of S such as by oxidation by wherein W in suitable solvent or diluent Agent aoxidizes and prepares.Suitably oxidant be such as dust technology, hydrogen peroxide,And peroxycarboxylic acid, such as m-chloro mistake Benzoic acid.Suitably solvent or diluent are inert organic solvents, usually acetonitrile and halogenated solvent such as dichloromethane, chloroform or Dichloroethanes, and water and alcohol, such as methanol is used for usingReaction.
Suitable aniline R can also be introduced by method A-1 or A-21-NH2, halogenide R1-hal or boric acid R1-B(OH)2, Wherein W represents SO or SO2.These can be represented the corresponding precursor of S and obtained by the oxidation of known in the literature method by W from which, example As, the method described in WO 2013/092350.
Many different methods are suitable for producing the sulfoxide rich in enantiomer, if A.R.Maguire is at ARKIVOC, 2011 (i), described in 1-110: the asymmetric oxidation of the thioether of metal catalytic, such as, uses as the most frequently used catalyst source Ti(OiPr4) or VO (acac)2The titanium of form and vanadium and chiral ligand and oxidant, described oxidant such as tert-butyl group hydrogen mistake Oxide (TBHP), 2-phenyl acrylate-2-base hydroperoxides (CHP) or hydrogen peroxide；Use chiral oxidization agent or chiral catalysis The nonmetal catalyzed asymmetric oxidation of agent；The electrochemistry asymmetric oxidation of sulfoxide or biological asymmetric oxidation and kinetics are torn open Divide and nucleophilic shifts (nucleophilic shift) (according to Andersen method).
Described enantiomer also such as can be separated by preparative by chirality HPLC by racemic compound and obtain.
Starting material and the explanation of intermediate
The halogenide (preferably chloride, bromide and iodide) of formula (IV) be commercially available maybe can by document The method synthesis known, see for example Y.Yamamoto, Heterocycles 1981,16 (7), and 1161-1164 is (for 3-iodine pyrrole Pyridine (Hal=iodine))；S.M.E.Englert, J.Amer.Chem.Soc.1929,51 (3), 863-866 is (for 3-bromopyridine (Hal=bromine))；D.E.Pearson, J.Org.Chem.1961,26,789-792 (for 3-chloropyridine (Hal=chlorine))；WO 2006/074884 (5-fluorine pyridine bromo-for 3-) and M.Schlosser, Eur.J.Org.Chem.2002,24,4174- 4180 (5-iodine pyridines fluoro-for 3-).
The heterocycle hydrazine of formula (VI) is that commercially available known in the literature method of maybe can passing through is by the halogen of corresponding formula (IV) Prepared by compound, as described in such as WO 2010/015849, for different heterocycles: by optionally at inert organic solvents In (such as ethanol), between 60 and 120 DEG C at a temperature of, with the reaction of hydrazine hydrate；Or by with hydrazine di-tert-butyl dicarboxylate React and subsequently by adding acid (the typically hydrochloric acid in organic solvent such as dioxane；Also trifluoroacetic acid is used) make Carboxylic acid tert-butyl ester group cracks, and it results in corresponding salt.
Such as, the hydrazine of following formula (VI) is commercially available: 3-hydrazino pyridine, 5-hydrazinopyrimidine.
The cyano compound of formula (IX) can be according to known in the literature method by alkyl cyanoacetates (preferably methyl ester and second Ester) prepare.
Commercially available example include 2-cyano group-3-ethoxy ethyl acrylate (R=R ' '=ethyl；R2=hydrogen), 2-cyanogen Base-3-ethyoxyl but-2-ene acetoacetic ester be also referred to as 2-cyano group-3-ethyoxyl Ethyl crotonate (R=R ' '=ethyl； R2=methyl), (2E)-2-cyano group-3-ethyoxyl amyl-2-olefin(e) acid ethyl ester (R=R ' '=R2=ethyl).For other alkyl bases Group, the synthesis of the cyano compound of formula (IX) can pass through J.Amer.Chem.Soc.1956, the side described in 75,5294-5299 Method is carried out.This relates to corresponding ortho esters (such as at R2Triethyl orthopropionate in the case of=propyl group) and alkyl cyanoacetates Reaction at a relatively high temperature.
Formula R1-NH2Aniline be commercially available maybe can be prepared by known in the literature method.They can be divided into formula (X- 1), formula (X-2) and the compound of formula (X-3).
The aniline of formula (X-1) by document such as JP 2007/284356 it is known that or they can pass through known in the literature Method synthesizes.The aniline of formula (X-2) and formula (X-3) can be similarly synthesized.
Wherein the aniline of the formula (X-1) that W represents S can such as be prepared as shown in below scheme.
Wherein X and Y has above-mentioned implication, and AG represents leaving group and PG represents blocking group.
The aniline of formula (XV-1) is commercially available maybe can be prepared by known method.They can use suitable protection group Group's such as acetyl group is protected, as formula (XIV-1) compound.Such as, in the presence of acid, anhydride or acid chloride, can be by Aniline (XV-1) changes into corresponding anilid (anilides) (XIV-1).Protected aniline (XIV-1) and chlorosulfonic acid Chlorosulfonation obtains corresponding sulfonic acid chloride (XIII-1).Can by the reaction that sulfonic acid chloride (XIII-1) is reduced into disulphide (XII-1) Carried out by known in the literature method, such as the ferrum in hydrochloric acid or iodide.Disulphide (XII-1) and the halogen of formula (XVI) Substituted alkyl electrophile (wherein AG is leaving group, such as chlorine, bromine, tosylate, methanesulfonate or trifluoromethanesulfonic acid root) Reaction produces sulfide (XI-1).Described blocking group can be removed by known in the literature appropriate method, thus obtains formula (X- I) aniline.
In addition to being reduced into disulphide (XII-1), can also be used with suitable reducing agent (such as iodine/phosphorus) reduction sulfonic acid chloride (XIII-1), to obtain alkylthio ester (alkyl thioate) (XVIII-1), then the method by being suitable for is reacted, such as With the reaction of potassium hydroxide solution, with the mercaptan of production (XVII-1).Mercaptan (XVII-1) is close with the haloalkyl of formula (XVI) Reacting of electricity body (wherein AG represents leaving group, such as chlorine, bromine, tosylate, methanesulfonate or trifluoromethanesulfonic acid root) To sulfide (X-1).
It is also preferable that the thioether of formula (X-1) can be prepared by below scheme:
Wherein X and Y has above-mentioned implication, and AG represents leaving group and PG represents blocking group.
The nitro-aromatics of formula (XXII-1) obtains corresponding sulfonic acid chloride (XXI-1) with the chlorosulfonation of chlorosulfonic acid.Will Sulfonic acid chloride (XXI-1) is reduced into the reaction of double (nitroaryl) disulphide (XX-1) can pass through known in the literature method example Carry out as reacted with iodide.Disulphide (XX-1) is reduced into disulphanes diyl dianil (disulphanediyldianilines) (XIX-1) some of them as with corresponding aminoaryl mercaptan (XVII-1) Mixture formed reaction can use commonly known reducing agent such as hydrogen, optionally by heterogeneous catalysis example As Raney's nickel, activated carbon supported platinum or activated carbon supported palladium are carried out.Disulphide (XIX-1) or phenylmercaptan. (XVII-1) with The haloalkyl of formula (XVI) electrophile (wherein AG represents leaving group, such as chlorine, bromine, iodine, tosylate, methanesulfonate or Trifluoromethanesulfonic acid root) reaction obtain the aniline of formula (X-1).
Isomer
According to the character of substituent group, the compound of formula (I) can be the form of geometric isomer and/or optically active isomer Or the corresponding isomer mixture of difference composition.These stereoisomers are, such as, enantiomer, diastereomer, Atropisomer or geometric isomer.Therefore, the present invention had both included that pure stereoisomer also included any of these isomers Mixture.
Method and purposes
The invention still further relates to prevent and treat animal pest method, wherein make formula (I) compound effects in animal pest and/or it Habitat.The preventing and treating of animal pest is preferably carried out in agricultural and forestry and material protection.The most therefrom get rid of for people The method of the surgical or therapeutic treatment of body or animal body and the diagnostic method carried out on human body or animal body.
The invention still further relates to formula (I) compound purposes as pesticide, especially crop protection agents.
In the context of this application, in all cases, term " pesticide " the most always includes term " crop protection agents ".
In view of good plant tolerance, to the favourable toxicity of warm blooded species and good Environmental compatibility, formula (I) chemical combination Thing is suitable to protect plant and plant organ opposing is biological and abiotic stress factor；Increase yield of gathering；Improve the matter of harvested material Amount；And the animal pest that runs in following field of preventing and treating: agricultural, horticulture, animal husbandry, aquatic products industry, forestry, garden and In leisure facilities；In the protection of storage product and the protection of material；And in health field especially insecticide, arachnid, Anthelmintic, nematicide and Mollusca.They preferably use used as pesticides.They to generally sensitive and that there is resistance species and To all or some stage of development is effective.Above-mentioned insect includes:
The insect of Arthropoda (Arthropoda), especially Arachnoidea (Arachnida), such as, Tyroglyphus kind (Acarus spp.), such as Acarus siro (Acarus siro)；Fructus Lycii aceria (Aceria kuko), Fructus Citri tangerinae bud wart demodicid mite (Aceria sheldoni)；Peronium joint Ticks belongs to kind of (an Aculops spp.)；Rust mite belongs to kind of (an Aculus spp.), such as thorn Aculus fockeui, thorn apple rust mite (Aculus schlechtendali)；Amblyomma kind (Amblyomma spp.)； Tetranychus viennensis (Amphitetranychus viennensis)；Argas kind (Argas spp.)；Boophilus kind (Boophilus spp.)；Short whisker Acarapis kind (Brevipalpus spp.), the purplishhest red short hairs demodicid mite (Brevipalpus phoenicis)；Bryobia graminum, Bryobia praetiosa (Bryobia praetiosa)；Centruroides kind (Centruroides spp.)；Chorioptes kind (Chorioptes spp.)；Dermanyssus gallinae (Dermanyssus gallinae)； Dermatophagoides pteronyssinus (Dermatophagoides pteronyssinus), dust mite (Dermatophagoides farinae)；Leather Ticks Belong to kind of (a Dermacentor spp.)；Eotetranychus kind (Eotetranychus spp.), such as Semen Juglandis beginning tetranychid (Eotetranychus hicoriae)；Wart demodicid mite (Epitrimerus pyri) on pears；True Tetranychus kind (Eutetranychus Spp.), the brown Aranea of such as Citrus (Eutetranychus banksi)；Eriophyes kind (Eriophyes spp.), such as on pears Wart demodicid mite (Eriophyes pyri)；Sweet demodicid mite (Glycyphagus domesticus) eats in family；Red foot soil demodicid mite (Halotydeus destructor)；Half Tarsonemus kind (Hemitarsonemus spp.), such as tea half tarsonemid (Hemitarsonemus Latus) (=Polyphagotarsonemus latus)；Hyalomma kind (Hyalomma spp.)；Hard Ticks belongs to kind an of (Ixodes spp.)；Latrodectus kind (Latrodectus spp.)；Loxosceles kind (Loxosceles spp.)；Tetranychus autumnalis (Neutrombicula autumnalis)；Nuphersa belongs to kind；Oligonychus kind (Oligonychus spp.), such as Oligonychus coniferarum, ilex Oligonychus (Oligonychus ilicis), Oligonychus indicus, awns Really unguiculus demodicid mite (Oligonychus mangiferus), meadow unguiculus demodicid mite (Oligonychus pratensis), Punica granatum L. unguiculus demodicid mite (Oligonychus punicae), Camphor tree unguiculus demodicid mite (Oligonychus yothersi)；Ornithodorus kind (Ornithodorus spp.)；The perverse demodicid mite of fowl belongs to kind of (an Ornithonyssus spp.)；Panonychus citri belongs to kind of (a Panonychus spp.), such as Jie-Li enzyme-SQ (Panonychus citri) (=Metatetranychus citri), panonychus ulmi (Panonychus ulmi) (= Metatetranychus ulmi)；Citrus chachiensis Hort. rue rust mite (Phyllocoptruta oleivora)；Platytetranychus multidigituli；Polyphagotarsonemus latus Banks (Polyphagotarsonemus latus)；Psoroptes kind (Psoroptes spp.)；Rh kind (Rhipicephalus spp.)；Rhizoglyphus kind (Rhizoglyphus spp.)；Acaricide belongs to be planted (Sarcoptes spp.)；Middle East gold scorpion (Scorpio maurus)；Steneotarsonemus kind (Steneotarsonemus Spp.), the thin demodicid mite of rice (Steneotarsonemus spinki)；Tarsonemus kind (Tarsonemus spp.), such as random instep line Demodicid mite (Tarsonemus confusus), white tarsonemid (Tarsonemus pallidus)；Tetranychus kind (Tetranychus Spp.), such as four-spotted spider mite (Tetranychus canadensis) (Tetranychus canadensis), tetranychus telarius (Tetranychus Cinnabarinus), O.turkestanicumvar. tuberculata (Tetranychus turkestani), welt tetranychid (Tetranychus urticae)；Eutrombicula alfreddugesi (Trombicula alfreddugesi)；Vaejovis belongs to kind；Aculops lycopersici (Vasates lycopersici)；
Chcilopoda (Chilopoda), such as, DIWUGONG belongs to kind of (a Geophilus spp.), scutige genus kind (Scutigera spp.)；
Collembola or projectile tail guiding principle (Collembola), such as, arms Onychiurus arcticus (Onychiurus armatus), green circle are jumped Worm (Sminthurus viridis)；
Diplopoda (Diplopoda), such as, tool zebra land (Blaniulus guttulatus)；
Insecta (Insecta), such as Blattaria (Blattodea), such as, oriental cockroach (Blatta orientalis)；Asia cockroach (Blattella asahinai), Blattela germanica Linnaeus． (Blattella germanica)；Madeira Cockroach (Leucophaea maderae)；Cuba Lian belongs to kind of (a Panchlora spp.)；Wood Lian belongs to kind an of (Parcoblatta spp.)；Periplaneta kind (Periplaneta spp.), such as periplaneta americana (Periplaneta americana), Australian cockroach (Periplaneta australasiae)；Brown belt cockroach (Supella longipalpa)；
Coleoptera (Coleoptera), such as, striped pumpkin beetle (Acalymma vittatum)；Acanthoscelides obtectus (Acanthoscelides obtectus)；Beak rutelian belongs to kind of (an Adoretus spp.)；Chrysomelid (the Agelastica of willow firefly alni)；Click beetle belongs to kind of (an Agriotes spp.), such as Agriotes linneatus, Semen Tritici aestivi wireworm (Agriotes mancus)；Alphitobius (Alphitobius diaperinus)；The Rhizoma Solani tuber osi melolonthid (Amphimallon solstitialis)；Furniture death watch beetle (Anobium punctatum)；Genus Anoplophora Hope kind (Anoplophora spp.)；Flower is as belonging to Plant (Anthonomus spp.), such as Mexico boll weevil (Anthonomus grandis)；Anthrenus kind (Anthrenus spp.)；Long beak baby elephant belongs to kind of (an Apion spp.)；Caulis Sacchari sinensis Gold Testudinis belongs to kind of (an Apogonia spp.)；Hidden food first Belong to kind of (an Atomaria spp.), such as Atomaria linearis (Atomaria linearis)；Fur moth belongs to kind an of (Attagenus spp.)；Baris caerulescens；Dislike bar bean weevil (Bruchidius obtectus)；Bean weevil belongs to kind an of (Bruchus Spp.), such as pea weevil (Bruchus pisorum), broad bean weevil (Bruchus rufimanus)；Carapax Et Plastrum Testudinis belongs to kind an of (Cassida spp.)；Kidney bean jade-like stone chrysomelid (Cerotoma trifurcata)；Weevil belongs to kind of (a Ceutorrhynchus spp.), such as Chinese cabbage Seed Testudinis is as (Ceutorrhynchus assimilis), Ceutorrhynchus quadridens, Ceutorrhynchus rapae；Recessed shin phyllotreta kind (Chaetocnema spp.), such as colasosoma dauricum (Chaetocnema confinis), Chaetocnema denticulata、Chaetocnema ectypa；Side's beak is as belonging to kind of (a Cleonus mendicus)；The chest stuffiness relieving Agriotes spp kind (Conoderus spp.)；Collar as belong to kind of (Cosmopolites spp.), such as Fructus Musae rhizome as (Cosmopolites sordidus)；The brown New Zealand rib wing melolonthid (Costelytra zealandica)；Click beetle belongs to plants (Ctenicera spp.)；Curculio kind (Curculio spp.), such as Semen Juglandis weevil (Curculio caryae), Curculio caryatrypes、Curculio obtusus、Curculio sayi；Rusty grain beetle (Cryptolestes Ferrugineus), Cryptolestes pusillus (Cryptolestes pusillus)；The hidden beak of Yang Gan is as (Cryptorhynchus lapathi)、Cryptorhynchus mangiferae；Withe is as belonging to kind of (a Cylindrocopturus spp.), close some withe As (Cylindrocopturus adspersus), Cylindrocopturus furnissi；Khapra beetle belongs to kind an of (Dermestes spp.)；Chrysomelid genus plants (a Diabrotica spp.), such as cucumber strip chrysomelid (Diabrotica balteata), northern com Rootworm (Diabrotica barberi), 11 asterophyllite first food root Asia worm (Diabrotica undecimpunctata Howardi), 11 star Fructus Cucumidis sativi beetles (Diabrotica undecimpunctata undecimpunctata), western corn Rootworm (Diabrotica virgifera virgifera), corn rootworm (Diabrotica virgifera zeae)；Moth open country Snout moth's larva belongs to kind of (a Dichocrocis spp.)；Oryza sativa L. armor (Dicladispa armigera)；Diloboderus belongs to kind；Wooden dipper planted by food Eimeria kind (Epilachna spp.), such as Fructus Cucurbitae moschatae ladybug (Epilachna borealis), Mexican bean (Epilachna varivestis)；Hair phyllotreta kind (Epitrix spp.), such as Fructus Cucumidis sativi flea beetle (Epitrix cucumeris), Epitrix Fuscula, Nicotiana tabacum L. flea beetle (Epitrix hirtipennis), US Potato flea beetle (Epitrix subcrinita), tuber Flea beetle (Epitrix tuberis)；Faustinus belongs to kind；Globose spider beetle (Gibbium psylloides)；Wealthy angle ostomatid (Gnathocerus cornutus)；Brassica campestris L. ssp.chinensis snout moth's larva (Hellula undalis)；Black different pawl sugarcane Gold Testudinis (Heteronychus arator)；Few joint gill Gold Testudinis belongs to kind of (a Heteronyx spp.)；Hylamorpha elegans；North America house longhorn beetle (Hylotrupes bajulus)；Alfalfa leaf is as (Hypera postica)；Bluish-green as (Hypomeces squamosus)； Miaow bark beetle belongs to kind of (a Hypothenemus spp.), such as coffee berryborer (Hypothenemus hampei), Herba Marsileae Quadrifoliae branch folliculus (Hypothenemus obscurus)、Hypothenemus pubescens；The big brown hock gill Gold Testudinis of Caulis Sacchari sinensis (Lachnosterna consanguinea)；Lasioderma serricorne (Lasioderma serricorne)；Long head ostomatid (Latheticus oryzae)；Lathridius belongs to kind；Close pawl scotellaris and belong to kind of (a Lema spp.)；Colorado potato bug (Leptinotarsa decemlineata)；Silver lyonetid belongs to kind of (a Leucoptera spp.), such as coffee leafminer (Leucoptera coffeella)；Rice root weevil (Lissorhoptrus oryzophilus)；Cylinder beak is as belonging to kind of (a Lixus spp.)；Yellow breast is chrysomelid (Luperomorpha xanthodera)；Luperodes belongs to kind；Powder moth belongs to kind of (a Lyctus spp.)；America is planted chrysomelid genus (Megascelis spp.)；Comb pawl Agriotes spp kind (Melanotus spp.), such as Melanotus longulus oregonensis；Pollen beetle (Meligethes aeneus)；Gill Gold Testudinis belongs to kind of (a Melolontha spp.), such as The great Li melolonthid (Melolontha melolontha)；Migdolus belongs to kind；Ink sky Bos kind (Monochamus spp.)； Weevil (Naupactus xanthographus)；Hidden instep cuckoo Eimeria kind (Necrobia spp.)；Golden spider beetle (Niptus hololeucus)；Coconut palm moth rhinoceros Gold Testudinis (Oryctes rhinoceros)；Saw-toothed grain beetle (Oryzaephilus surinamensis)； Oryzaphagus oryzae；Black grape ear image belongs to kind of (an Otiorhynchus spp.), such as Otiorhynchus Cribricollis, Otiorhynchus ligustici, Fructus Fragariae Ananssae ear beak are as (Otiorhynchus ovatus), Fructus Fragariae Ananssae root ear Beak is as (Otiorhynchus rugosostriarus), black grape ear image (Otiorhynchus sulcatus)；Little blue and white gold Testudinis (Oxycetonia jucunda)；Radix Cochleariae officinalis daikon leaf beetle (Phaedon cochleariae)；Phyllophaga kind (Phyllophaga spp), Phyllophaga helleri；Phyllotreta kind (Phyllotreta spp.), such as Radix Cochleariae officinalis dish Flea beetle (Phyllotreta armoraciae), weak black flea beetle (Phyllotreta pusilla), Phyllotreta Ramosa, Phyllotreta striolata (Phyllotreta striolata)；Japanese beetle (Popillia japonica)；Weevil Belong to kind of (a Premnotrypes spp.)；Big lesser grain borer (Prostephanus truncatus)；Flea phyllotreta kind (Psylliodes Spp.), such as Psylliodes affinis, Brassica campestris L golden head flea beetle (Psylliodes chrysocephala), Psylliodes punctulata；Ptinus kind (Ptinus spp.)；Dark-coloured ladybug (Rhizobius ventralis)；Face Big gun is moth-eaten (Rhizopertha dominica)；Sitophilus kind (Sitophilus spp.), such as Semen Tritici aestivi weevil (Sitophilus granarius), Sitophilus linearis, rice weevil (Sitophilus oryzae), sitophilus zea-mais (Sitophilus zeamais)；Point Rhynchophorus kind (Sphenophorus spp.)；Stegobium paniceum (Stegobium paniceum)；Stem is as belonging to kind of (a Sternechus spp.), and such as beanstalk is as (Sternechus paludatus)； Symphyletes belongs to kind；Cilium plants (a Tanymecus spp.) as genus, such as Tanymecus dilaticollis, Tanymecus indicus、Tanymecus palliatus；Tenebrio molitor (Tenebrio molitor)；Grain peat (Tenebrioides mauretanicus)；Tribolium kind (Tribolium spp.), such as Tribolium audax, red Intend ostomatid (Tribolium castaneum), confused flour beetle (Tribolium confusum)；Speckle khapra beetle belongs to be planted (Trogoderma spp.)；Seed is as belonging to kind of (a Tychius spp.)；Xylotrechus Chevrolat kind (Xylotrechus spp.)；Away from step First belongs to kind of (a Zabrus spp.), such as Zabrus tenebrioides；
Diptera (Diptera), such as, Aedes kind (Aedes spp.), such as Aedes aegypti (Aedes Aegypti), Aedes albopictus (Aedes albopictus), sting thorn yellow-fever mosquito (Aedes sticticus), Aedes vexans (Aedes vexans)；Hippelates kind (Agromyza spp.), such as Herba Medicaginis liriomyza bryoniae (Agromyza frontella), Agromyza parvicornis；By Anastrepha kind (Anastrepha spp.)；Anopheles kind (Anopheles spp.), such as anopheles quadrimaculatus (Anopheles quadrimaculatus), anopheles costalis (Anopheles gambiae)；Cecidomyiia belongs to be planted (Asphondylia spp.)；Bactrocera kind (Bactrocera spp.), such as melon trypetid (Bactrocera Cucurbitae), orient fruit fly (Bactrocera dorsalis), olea europaea fruit trypetid (Bactrocera oleae)；Flower Garden march fly (Bibio hortulanus)；Calliphora erythrocephala (Calliphora erythrocephala), calliphora erythrocephala (Calliphora vicina)；Mediterranean fruitfly (Ceratitis capitata)；Chironomous kind (Chironomus spp.)； Carysomyia kind (Chrysomya spp.)；Chrysops kind (Chrysops spp.)；Great number fiber crops horsefly (Chrysozona pluvialis)；Callitroga's kind (Cochliomya spp.)；Health wart uranotaenia kind (Contarinia spp.), such as Contarinia johnsoni, Caulis et Folium Brassicae capitatae cecidomyiia (Contarinia nasturtii), Folium pyri cecidomyiia (Contarinia Pyrivora), Helianthi cecidomyiia (Contarinia schulzi), Sorghum vulgare Pers. cecidomyiia (Contarinia sorghicola), wheat Huang Midge worm (Contarinia tritici)；Cordylobia anthropophaga (Cordylobia anthropophaga)；Cricotopus sylvestris；Culex kind (Culex spp.), such as northern house (Culex pipiens), Culex quinquefasciatus (Culex quinquefasciatus)；Bitting midge kind (Culicoides spp.)；Culiseta kind (Culiseta spp.)；Cuterebra Plant (Cuterebra spp.)；Dacus oleae (Dacus oleae)；Leaf cecidomyiia belongs to kind of (a Dasineura spp.), such as Brassica campestris L Pod leaf cecidomyiia (Dasineura brassicae)；Delia kind (Delia spp.), fly (Delia is planted on such as Herba Alii fistulosi ground Antiqua), fly (Delia florilega), delia platura (Delia are planted in wheat field kind fly (Delia coarctata), hair instep ground Platura), fly (Delia radicum) is planted on Caulis et Folium Brassicae capitatae ground；People torsalo (Dermatobia hominis)；Drosophila kind (Drosophila spp.), such as drosophila yellow gorilla (Drosphila melanogaster), Fructus Pruni pseudocerasi fruit bat (Drosophila suzukii)；Rice is as belonging to kind of (an Echinocnemus spp.)；Fannia kind (Fannia spp.)；Gasterophilus kind (Gasterophilus spp.)；Glossina kind (Glossina spp.)；Chrysozona kind (Haematopota spp.)；Hair eye Ephydrid belongs to kind of (a Hydrellia spp.)；Hydrellia griseola (Hydrellia griseola)；Hylemyia kind (Hylemya spp.)； Hippobosca kind (Hippobosca spp.)；Hypoderma kind (Hypoderma spp.)；Liriomyza kind (Liriomyza Spp.), such as dish liriomyza bryoniae (Liriomyza brassicae), south american leaf miner (Liriomyza huidobrensis), U.S. Continent liriomyza bryoniae (Liriomyza sativae)；Lucilia kind (Lucilia spp.), such as lucilia cuprina (Lucilia cuprina)；Lutzomyia kind (Lutzomyia spp.)；Mansonia kind (Mansonia spp.)；Musca kind (Musca Spp.), such as housefly (Musca domestica), house fly (Musca domestica vicina)；Oestrus kind (Oestrus spp.)；Oscinella frit (Oscinella frit)；Paratanytarsus belongs to kind；Paralauterborniella subcincta；Spring fly belongs to kind of (a Pegomya spp.), such as Radix Betae fly (Pegomya betae), kmangold fly (Pegomya Hyoscyami), Fructus Rubi corchorifolii Immaturus spring fly (Pegomya rubivora)；Owl midge kind (Phlebotomus spp.)；Phorbia kind (Phorbia spp.)；Phormia kind (Phormia spp.)；Piophila casei (Piophila casei)；Prodiplosis belongs to kind；Recklessly Radix Raphani stem fly (Psila rosae)；Around Anastrepha kind (Rhagoletis spp.), such as cherry fruit fly (Rhagoletis Cingulata), Semen Juglandis is around trypetid (Rhagoletis completa), morello trypetid (Rhagoletis fausta), western part Cherry fruit fly (Rhagoletis indifferens), blue Fructus Citri tangerinae are around trypetid (Rhagoletis mendax), Rhagoletis pomonella (Rhagoletis pomonella)；Sarcophaga kind (Sarcophaga spp.)；Simulium kind (Simulium spp.), such as south Side buffalo gnat (Simulium meridionale)；Genus Stomoxys kind (Stomoxys spp.)；Gadfly kind (Tabanus spp.)；Root speckle Fly belongs to kind of (a Tetanops spp.)；Big uranotaenia kind (Tipula spp.), such as Europe daddy-longlegs (Tipula paludosa), herds Field daddy-longlegs (Tipula simplex)；
Semiptera (Hemiptera), such as, Acizzia acaciaebaileyanae, Acizzia dodonaeae, Acizzia uncatoides；Long head locust (Acrida turrita)；The Aphis kind of long tube without net (Acyrthosipon spp.), Such as Bowl bean Macrosiphus spp (Acyrthosiphon pisum)；Acrogonia belongs to kind；Froghopper belongs to kind of (an Aeneolamia spp.)； Aphalaridae kind (Agonoscena spp.)；Europe Caulis et Folium Brassicae capitatae aleyrodid (Aleyrodes proletella)；Caulis Sacchari sinensis cave aleyrodid (Aleurolobus barodensis)；Fur aleyrodid (Aleurothrixus floccosus)；Allocaridara malayensis；Fructus Mangifera Indicae leafhopper belongs to kind of (an Amrasca spp.), such as Amrasca bigutulla, leafhopper (Amrasca devastans)；Herba Cardui Crispi short-tail aphid (Anuraphis cardui)；Kidney targe shell Eimeria kind (Aonidiella spp.), example As Exocarpium Citri Rubrum kidney targe scale insect (Aonidiella aurantii), Aonidiella citrina (Aonidiella citrina), red circle are situated between Shell worm (Aonidiella inornata)；Soviet Union bloom aphid (Aphanostigma piri)；Aphis kind (Aphis spp.), example Such as apple yellow aphid (Aphis citricola), bean aphid (Aphis craccivora), aphis fabae (Aphis fabae), Aphis Forbesi, soybean aphid (Aphis glycines), cotten aphid (Aphis gossypii), Aphis hederae, Aphis Illinoisensis, Aphis middletoni, Fructus rhamni (Rhamnus davurica Pall.) potato aphid (Aphis nasturtii), Folium seu Cortex Nerii aphid (Aphis Nerii), apple aphid (Aphis pomi), spiraea aphid (Aphis spiraecola), Aphis viburniphila；Fructus Vitis viniferae Sawfly (Arboridia apicalis)；Arytainilla belongs to kind；Roundlet armored scale belongs to kind of (an Aspidiella spp.)；Thin targe Shell Eimeria kind (Aspidiotus spp.), such as Caulis Hederae Sinensis Aspidiotus (Aspidiotus nerii)；Atanus belongs to kind；Eggplant Ditch is without net aphid (Aulacorthum solani)；Bemisia tabaci (Bemisia tabaci)；Blastopsylla occidentalis；Boreioglycaspis melaleucae；Lee short-tail aphid (Brachycaudus helichrysii)；Micro- Pipe Aphis kind (Brachycolus spp.)；Brevicoryne brassicae (Brevicoryne brassicae)；Noise made in coughing or vomiting Psylla spp kind (Cacopsylla spp.), such as pear sucker (Cacopsylla pyricola)；Little brown back rice plant hopper (Calligypona marginata)；Yellow head cicadellid (Carneocephala fulgida)；Sugar cane cottony aphid (Ceratovacuna lanigera)； Cercopidae (Cercopidae)；Lecanium belongs to kind of (a Ceroplastes spp.)；Fructus Fragariae Ananssae nail aphid (Chaetosiphon fragaefolii)；Sugarcane Huang Xue's armored scale (Chionaspis tegalensis)；Tea green sawfly (Chlorita onukii)；Taiwan Big locust (Chondracris rosea)；Semen Juglandis black speck aphid (Chromaphis juglandicola)；Dark brown Aspidiotus (Chrysomphalus ficus)；Semen Maydis leafhopper (Cicadulina mbila)；Coccomytilus halli；Soft a red-spotted lizard belongs to plants (Coccus spp.), such as Coccushesperidum (Coccus hesperidum), the oval soft a red-spotted lizard of length (Coccus longulus), Fructus Citri tangerinae are soft Lecanium (Coccus pseudomagnoliarum), the green soft a red-spotted lizard of coffee (Coccus viridis)；Hidden tumor aphid (Cryptomyzus ribis)；Cryptoneossa belongs to kind；Ctenarytaina belongs to kind；Angle top Cicadae belongs to kind of (a Dalbulus spp.)；Citrus aleyrodid (Dialeurodes citri)；Diaphorina citri (Diaphorina citri)；White back of the body armored scale belongs to kind of (a Diaspis spp.)；Grass Carry out shell Eimeria kind (Drosicha spp.)；Western rounded tail Aphis kind (Dysaphis spp.), such as Dysaphis Apiifolia, Herba Plantaginis rounded tail aphid (Dysaphis plantaginea), Bulbus Lilii western rounded tail aphid (Dysaphis tulipae)；Ash Mealybug belongs to kind of (a Dysmicoccus spp.)；Empoasca flavescens kind (Empoasca spp.), such as Empoasca abrupta, Rhizoma Solani tuber osi smaller green leaf hopper (Empoasca fabae), Fructus Mali pumilae smaller green leaf hopper (Empoasca maligna), Empoasca solana、Empoasca stevensi；Woolly aphid belongs to kind of (an Eriosoma spp.), such as Eriosoma americanum, Fructus Mali pumilae Woolly aphid (Eriosoma lanigerum), Eriosoma pyricola；Erythroneura spp belongs to kind of (an Erythroneura spp.)； Eucalyptolyma belongs to kind；Brown Psylla spp kind (Euphyllura spp.)；Euscelis bilobatus；Freund mealybug belongs to plants (Ferrisia spp.)；Coffee ground mealybug (Geococcus coffeae)；Glycaspis belongs to kind；Leucaena leucocephala (L.) wood louse (Heteropsylla cubana)、Heteropsylla spinulosa；Phony disease of peach poison leafhopper (Homalodisca coagulata)；Mealy plum aphid (Hyalopterus arundinis), hyalopterus arundinis (Hyalopterus pruni)；Icerya purchasi belongs to Plant (Icerya spp.), such as icerya purchasi (Icerya purchasi)；Sheet angle leafhopper belongs to kind of (an Idiocerus spp.)；Flat beak Leafhopper belongs to kind of (an Idioscopus spp.)；Small brown rice planthopper (Laodelphax striatellus)；Lecanium belongs to kind an of (Lecanium Spp.), such as ceroplastes brown helmet (Lecanium corni) (=Parthenolecanium corni)；Lepidosaphes kind (Lepidosaphes spp.), such as oystershell scale (Lepidosaphes ulmi)；Radish aphid (Lipaphis erysimi)； Speckle clothing plant hopper (Lycorma delicatula)；Long tube Aphis kind (Macrosiphum spp.), such as potato aphid (Macrosiphum euphorbiae), Macrosiphum lilii, rose aphid (Macrosiphum rosae)；2 points Sawfly (Macrosteles facifrons)；Chauliops kind (Mahanarva spp.)；Kaoliang aphid (Melanaphis sacchari)；Metcalfiella belongs to kind；Metcalfa pruinosa；Wheat is without net aphid (Metopolophium dirhodum)；Black edge flat wing speckle aphid (Monellia costalis)；Monelliopsis pecanis；Tumor aphid genus kind (Myzus Spp.), such as shallot aphid (Myzus ascalonicus), Myzus cerasi, Myzus ligustri, Myzus Ornatus, black peach aphid (Myzus persicae), cigarette aphid (Myzus nicotianae)；Caulis et Folium Lactucae sativae patches up Macrosiphus spp (Nasonovia ribisnigri)；Rice green leafhopper belongs to kind of (a Nephotettix spp.), such as rice green leafhopper (Nephotettix Cincticeps), two streak rice green leafhoppers (Nephotettix nigropictus)；Brown plant-hopper (Nilaparvata lugens)；Oncometopia belongs to kind；Orthezia praelonga；Chinese rice grasshopper (Oxya chinensis)； Pachypsylla belongs to kind；Fructus Myricae rubrae edge aleyrodid (Parabemisia myricae)；Psylla spp kind (Paratrioza spp.), example Such as Paratrioza cockerelli；Parlatoria kind (Parlatoria spp.)；Pemphigus kind (Pemphigus Spp.), such as suspensor wart woolly aphid (Pemphigus bursarius), Pemphigus populivenae；Com planthopper (Peregrinus maidis)；Phenacoccus kind (Phenacoccus spp.), the brown point of such as sago cycas armored scale (Phenacoccus madeirensis)；Yang Ping wing woolly aphid (Phloeomyzus passerinii)；Phorodon aphid (Phorodon humuli)；Grape phylloxera belongs to kind of (a Phylloxera spp.), such as Phylloxera devastatrix, Phylloxera notabilis；The brown point of sago cycas armored scale (Pinnaspis aspidistrae)；Buttocks stricture of vagina mealybug belongs to plants (Planococcus spp.), the most withered buttocks stricture of vagina mealybug (Planococcus citri)；Prosopidopsylla flava；Pears The former giant coccid of shape (Protopulvinaria pyriformis)；White mulberry scale (Pseudaulacaspis pentagona)；Mealybug Belong to kind of (a Pseudococcus spp.), such as addicted to citrus mealy bug (Pseudococcus calceolariae), Kang Shi mealybug (Pseudococcus comstocki), long tailed mealybug (Pseudococcus longispinus), true grape mealybug (Pseudococcus maritimus), dark-coloured mealybug (Pseudococcus viburni)；Psyllopsis belongs to kind；Psylla spp Plant (Psylla spp.), such as Psylla buxi, apple psylla (Psylla mali), pear sucker (Psylla pyri)；Gold Nikol kind (Pteromalus spp.)；Pyrilla belongs to kind；Large bamboo hat with a conical crown and broad brim Aspidiotus belongs to kind of (a Quadraspidiotus spp.), such as Semen Juglandis Aspidiotus (Quadraspidiotus juglansregiae), Quadraspidiotus ostreaeformis, pears circle Armored scale (Quadraspidiotus perniciosus)；Quesada gigas；Flat thorn mealybug belongs to kind an of (Rastrococcus spp.)；Rhopalosiphum kind (Rhopalosiphum spp.), such as corn leaf aphids (Rhopalosiphum maidis), Rhopalosiphum oxyacanthae, rhopalosiphum padi (Rhopalosiphum padi), red abdomen Rhopalosiphum spp (Rhopalosiphum rufiabdominale)；Black bourch belongs to kind of (a Saissetia spp.), the hard scale insect of such as coffee (Saissetia coffeae), Saissetia miranda, Saissetia neglecta, Fructus Canarii albi black bourch (Saissetia oleae)；Scaphoideus titanus (Scaphoideus titanus)；Green bugs (Schizaphis graminum)；Sago cycas thorn circle Armored scale (Selenaspidus articulatus)；Grain aphid (Sitobion avenae)；Long clypeus plant hopper belongs to be planted (Sogata spp.)；White backed planthopper (Sogatella furcifera)；Sogatodes belongs to kind；Triangle butterfly (Stictocephala festina)；Tree aleyrodid (Siphoninus phillyreae)；Tenalaphara malayensis； Tetragonocephela belongs to kind；Pecan long speckle aphid (Tinocallis caryaefoliae)；Wide breast froghopper belongs to be planted (Tomaspis spp.)；Sound Aphis kind (Toxoptera spp.), the least citrus aphid (Toxoptera aurantii), big Fructus Citri tangerinae Aphid (Toxoptera citricidus)；Trialeurodes vaporariorum Westwood (Trialeurodes vaporariorum)；Point wing Psylla spp kind (Trioza spp.), such as Trioza diospyri；Jassids belongs to kind of (a Typhlocyba spp.)；Point armored scale belongs to plants (Unaspis spp.)；Fructus Vitis viniferae root nodule louse (Viteus vitifolii)；Leafhopper belongs to kind of (a Zygina spp.)；
Heteroptera (Heteroptera), such as, squash bug (Anasa tristis)；Intend beautiful stinkbug genus kind (Antestiopsis spp.)；Boisea belongs to kind；Soil chinch bug belongs to kind of (a Blissus spp.)；Pretty fleahopper belongs to kind an of (Calocoris spp.)；Speckle lower limb aculea fleahopper (Campylomma livida)；Different back of the body chinch bug belongs to kind of (a Cavelerius spp.)；Cimex kind (Cimex spp.), such as Cimex adjunctus, cimex hemipterus (Cimex hemipterus), bed bug (Cimex Lectularius), cimex pilosellus (Cimex pilosellus)；White lobe wheat is posted fly and belongs to kind of (a Collaria spp.)；Green plant bug (Creontiades dilutus)；Fructus Piperis coried (Dasynus piperis)；Dichelops furcatus；Hou Shi long rod net Stinkbug (Diconocoris hewetti)；Red cotton bug belongs to kind of (a Dysdercus spp.)；America stinkbug belongs to kind an of (Euschistus Spp.), such as Euschistus heros, brown smelly stinkbug (Euschistus servus), Euschistus tristigmus, Euschistus variolarius；Eurygasterspp belongs to kind of (an Eurygaster spp.)；Eating attraction (Halyomorpha halys)； Thorn fleahopper belongs to kind of (a Heliopeltis spp.)；Horcias nobilellus；Leptocorisa spp belongs to kind of (a Leptocorisa spp.)； Different Leptocorisa spp (Leptocorisa varicornis)；Leptoglossus occidentalis；Podophyll coried (Leptoglossus phyllopus)；Beautiful fleahopper belongs to kind of (a Lygocoris spp.), the most former beautiful fleahopper (Lygocoris pabulinus)；Lygus Hahn kind (Lygus spp.), such as Lygus elisus, lygus hesperus (Lygus hesperus), Tarnished plant bug (Lygus lineolaris)；The black chinch bug of sugarcane (Macropes excavatus)；Black fleahopper (the Monalonion that rubs atratum)；Bemisia spp kind (Nezara spp.), such as Nezara viridula smaragdula Fabricius. (Nezara viridula)；Rice stinkbug belongs to kind an of (Oebalus spp.)；Side butt stinkbug (Piesma quadrata)；Wall stinkbug belongs to kind of (a Piezodorus spp.), such as Piezodorus guildinii；Plagiognathus kind (Psallus spp.)；Pseudacysta persea；Phodnius prolixus belongs to kind an of (Rhodnius spp.)；Sahlbergella singularis (Sahlbergella singularis)；Scaptocoris castanea；Black stinkbug belongs to be planted (Scotinophora spp.)；Pear crown network pentatomidae (Stephanitis nashi)；Tibraca belongs to kind；Triatoma kind (Triatoma spp.)；
Hymenoptera (Hymenoptera), such as, top Myrmecina kind (Acromyrmex spp.)；Athalia kind (Athalia spp.), such as turnip sawfly (Athalia rosae)；Myrmecina kind (Atta spp.)；Diprion kind (Diprion spp.), such as class Europe pine sawfoy (Diprion similis)；Real tenthredinidae kind (Hoplocampa spp.), example Such as cherry fertile leaf honeybee (Hoplocampa cookei), Herba Marsileae Quadrifoliae sawfly (Hoplocampa testudinea)；Hair ant belongs to kind an of (Lasius spp.)；Argentine ant (Linepithema humile)；MonomoriumMayr (Monomorium pharaonis)；Sirex belongs to kind；Red Fire ant (Solenopsis invicta)；Ant belongs to kind of (a Tapinoma spp.)；Wood wasp belongs to kind of (a Urocerus spp.)；Vespa Plant (Vespa spp.), such as yellow limit wasp (Vespa crabro)；Black wood wasp belongs to kind of (an Xeris spp.)；
Isopoda (Isopoda), such as, Armadillidium (Armadillidium vulgare), comb beach louse (Oniscus Asellus), ball Armadillidium (Porcellio scaber)；
Isoptera (Isoptera), such as, Coptotermes formosanus Shtrari． belongs to kind of (a Coptotermes spp.), such as Workers of Coptotermes formosanus Shiraki (Coptotermes formosanus)；Angle of rest (repose) Coptotermes formosanus Shtrari. (Cornitermes cumulans)；Heap sand Cryptotermes kind (Cryptotermes spp.)；Principal columns of a hall Cryptotermes kind (Incisitermes spp.)；Rice wheat little Coptotermes formosanus Shtrari. (Microtermes obesi)；Odontotermes kind (Odontotermes spp.)；Reticulitermes kind (Reticulitermes spp.), such as yellow limb Reticulitermes flavipe (Reticulitermes flavipes), west reticulitermes flavipe (Reticulitermes hesperus)；
Lepidoptera (Lepidoptera), such as, lesser wax-moth (Achroia grisella)；Sang Jian Autographa spp (Acronicta major)；Adoxophyes spp belongs to kind of (an Adoxophyes spp.), such as adoxophyes moth (Adoxophyes orana)；Tired noctuid (Aedia leucomelas)；Agrotis kind (Agrotis spp.), such as yellow cutworm (Agrotis Segetum), black cutworm (Agrotis ipsilon)；Ripple Noctua kind (Alabama spp.), such as cotton leaf ripple night Moth (Alabama argillacea)；Citrus sinensis Osbeck snout moth (Amyelois transitella)；Anarsia kind (Anarsia spp.)；Dry very Noctua kind (Anticarsia spp.), such as Semen sojae atricolor noctuid (Anticarsia gemmatalis)；Bar is little Volume moth belongs to kind of (an Argyroploce spp.)；Lopper worm (Barathra brassicae)；Xian hesperids (Borbo cinnara)；Cotton lyonetid (Bucculatrix thurberiella)；Loose looper (Bupalus piniarius)；Eat into brown noctuid Belong to kind of (a Busseola spp.)；Leaf roller belongs to kind of (a Cacoecia spp.)；The thin moth of tea (Caloptilia theivora)；Cigarette Volume moth (Capua reticulana)；Carpocapsa pononella (Carpocapsa pomonella)；Fructus Persicae post fruit moth (Carposina niponensis)；Winter geometrid moth (Cheimatobia brumata)；Straw borer spp kind (Chilo spp.), such as dogstail snout moth's larva (Chilo plejadellus), striped rice borer (Chilo suppressalis)；Choristoneura spp belongs to kind an of (Choristoneura spp.)；Grape codling moth (Clysia ambiguella) (Clysia ambiguella)；Cnaphalocrocis spp belongs to kind of (a Cnaphalocerus spp.)；The vertical volume of rice Leaf snout moth's larva (Cnaphalocrocis medinalis)；Cloud volume moth belongs to kind of (a Cnephasia spp.)；Thin moth belongs to be planted (Conopomorpha spp.)；Ball neck is as belonging to kind of (a Conotrachelus spp.)；Copitarsia belongs to kind；Steinernema belongs to plants (Cydia spp.), such as Semen Pisi sativi steinernema (Cydia nigricana), codling moth (Cydia pomonella)； Dalaca noctuides；Diaphania kind (Diaphania spp.)；Little sugarcane borer (Diatraea saccharalis)；Bore night Moth belongs to kind of (an Earias spp.)；Ecdytolopha aurantium；South America maize seedling phycitid (Elasmopalpus lignosellus)；Africa sugarcane borer (Eldana saccharina)；Meal moth belongs to kind of (an Ephestia spp.), such as tobacco powder Snout moth's larva (Ephestia elutella), Mediterranean flour moth (Ephestia kuehniella)；Leaf steinernema belongs to kind an of (Epinotia spp.)；Herba Marsileae Quadrifoliae light brown volume moth (Epiphyas postvittana)；Pod phycitid belongs to kind of (an Etiella spp.)；Palm fibre volume moth belongs to be planted (Eulia spp.)；Ligustrum fine tortricidae (Eupoecilia ambiguella)；Euproctis kind (Euproctis spp.), example Such as brown-tail moth (Euproctis chrysorrhoea)；Cut Noctua kind (Euxoa spp.)；Dirty cut Noctua kind (Feltia spp.)；Greater wax moth (Galleria mellonella)；Thin moth belongs to kind of (a Gracillaria spp.)；Grapholita kind (Grapholitha spp.), such as oriental fruit months (Grapholita molesta), Fructus Pruni Grapholita spp (Grapholita prunivora)；Erosion leaf open country snout moth's larva belongs to kind of (a Hedylepta spp.)；Helicoverpa kind (Helicoverpa spp.), such as cotton boll Worm (Helicoverpa armigera), corn earworm (Helicoverpa zea)；Heliothis kind (Heliothis Spp.), such as tobacco budworm (Heliothis virescens)；Brown knit moth (Hofmannophila pseudospretella)；Kind of (a Homoeosoma spp.) is belonged to phycitid；Long paper moth belongs to kind of (a Homona spp.)；Apple ermine moth (Hyponomeuta padella)；Persimmon fruit moth (Kakivoria flavofasciata)；Greedy Noctua kind (Laphygma spp.)；Eggplant fruit borer moth (Leucinodes orbonalis)；It is latent that leaf miner belongs to kind of (Leucoptera spp.), such as coffee Leaf moth (Leucoptera coffeella)；The thin moth of leaf mining belongs to kind of (a Lithocolletis spp.), such as Lithocolletis blancardella；Green fruit winter noctuid (Lithophane antennata)；Flower wing steinernema belongs to kind of (a Lobesia spp.), example Such as grape flower wing steinernema (Lobesia botrana)；White edge bean noctuid (Loxagrotis albicosta)；Euproctis kind (Lymantria spp.), such as gypsymoth (Lymantria dispar)；Lyonetid belongs to kind of (a Lyonetia spp.), such as Fructus Persicae Lyonetid (Lyonetia clerkella)；Malacosoma neustria (Malacosoma neustria)；Soybean pod open country snout moth's larva (Maruca testulalis)；Lopper worm (Mamestra brassicae)；Satyrid at dusk (Melanitis leda)；Hair shin Noctua kind (Mocis spp.)；Monopis obviella；Oriental armyworm (Mythimna separata)；Nemapogon cloacellus；Water snout moth's larva belongs to kind of (a Nymphula spp.)；Oiketicus belongs to kind；Straw Noctua kind (Oria spp.)；Tumor clump Snout moth's larva belongs to kind of (an Orthaga spp.)；Ostrinia spp kind (Ostrinia spp.), such as European corn borer (Ostrinia nubilalis)；Black angle scotellaris (Oulema melanopus), rice leaf beetles (Oulema oryzae)；Small noctuid (Panolis flammea)；Parnara kind (Parnara spp.)；Pectinophora gossypiella belongs to kind of (a Pectinophora spp.), example Such as pink bollworm (Pectinophora gossypiella)；Podagricomela kind (Perileucoptera spp.)；Tuber moth belongs to Plant (Phthorimaea spp.), such as phthorimaea operculella (Phthorimaea operculella)；Fructus Citri tangerinae lyonetid (Phyllocnistis citrella)；Little latent thin moth belongs to kind of (a Phyllonorycter spp.), such as speckle curtain leaf miner (Phyllonorycter blancardella)、Phyllonorycter crataegella；Pieris spp kind (Pieris Spp.), such as Pieris rapae (Pieris rapae)；Carnation steinernema (Platynota stultana)；India rain moth (Plodia interpunctella)；Plussid belongs to kind of (a Plusia spp.)；Diamondback moth (Plutella xylostella) (=Plutella maculipennis)；Little Bai Yponomeuta kind (Prays spp.)；Spodoptera kind (Prodenia spp.)；Maduca sexta belongs to kind of (a Protoparce spp.)；Mythimna separata belongs to kind of (a Pseudaletia spp.), such as one star mythimna separata (Pseudaletia unipuncta)；Semen sojae atricolor chi noctuid (Pseudoplusia includens)；Pyrausta nubilalis (Hubern). (Pyrausta nubilalis)；Herba Menthae ash noctuid (Rachiplusia nu)；Standing grain snout moth's larva belongs to kind of (a Schoenobius spp.), such as Schoenobius bipunctifer；White standing grain snout moth's larva belongs to kind of (a Scirpophaga spp.), such as rice white snout moth's larva (Scirpophaga innotata)；Yellow cutworm (Scotia segetum)；Moth stem Noctua kind (Sesamia spp.), such as pink rice borer (Sesamia inferens)；Long hair volume moth belongs to kind of (a Sparganothis spp.)；Spodoptera kind (Spodoptera Spp.), noctuid is coveted on such as Spodoptera eradiana, beet armyworm (Spodoptera exigua), meadow (Spodoptera frugiperda)、Spodoptera praefica；Lift limb moth and belong to kind of (a Stathmopoda spp.)；Semen arachidis hypogaeae Gelechiid (Stomopteryx subsecivella)；Synanthedon kind (Synanthedon spp.)；Andean potato ball Stem moth (Tecia solanivora)；Big aobvious noctuid (Thermesia gemmatalis)；Stopper rain moth (Tinea Cloacella), bag rain moth (Tinea pellionella)；Curtain rain moth (Tineola bisselliella)；Oak green volume moth belongs to Plant (Tortrix spp.)；Trichophaga tapetzella (Trichophaga tapetzella)；Powder Noctua kind (Trichoplusia Spp.), such as cabbage looper (Trichoplusia ni)；Yellow rice borer (Tryporyza incertulas)；Liriomyza brponiae (Tuta absoluta)；Hairstreak belongs to kind of (a Virachola spp.)；
Orthoptera (Orthoptera) or Saltatoria (Saltatoria), such as, family Xi (Acheta domesticus)；Dichroplus belongs to kind；Gryllotalpa spp kind (Gryllotalpa spp.), such as Europe Gryllotalpa (Gryllotalpa gryllotalpa)；Sugarcane locust belongs to kind of (a Hieroglyphus spp.)；Locustamigratoria (Linnaeus) belongs to kind of (a Locusta spp.), Such as Locusta migratoria manilensis (Meyen) (Locusta migratoria)；Black locust belongs to kind of (a Melanoplus spp.), such as Melanoplus devastator；Paratlanticus ussuriensis；Desert locust (Schistocerca gregaria)；
Anoplura (Phthiraptera), such as, Bovicola kind (Damalinia spp.), Haematopinus kind (Haematopinus spp.), Linognathus kind (Linognathus spp.), louse belong to kind of (a Pediculus spp.), Phylloera vastatrix, pubic louse (Phthirus pubis), Trichodectes kind (Trichodectes spp.)；
Corrodentia (Psocoptera), such as, powder corrodent belongs to kind of (a Lepinotus spp.), booklice genus kind (Liposcelis spp.)；
Siphonaptera (Siphonaptera), such as, Ceratophyllus kind (Ceratophyllus spp.)；Ctenocephalus kind (Ctenocephalides spp.), such as ctenocephalides canis (Ctenocephalides canis), ctenocephalides felis (Ctenocephalides felis)；Disturb flea (Pulex irritans)；Chigo (Tunga penetrans)；Print Mus visitor Flea (Xenopsylla cheopsis)；
Thysanoptera (Thysanoptera), such as, maize stays thrips (Anaphothrips obscurus)；Rice thrips (Baliothrips biformis)；Table Grape sickle thrips (Drepanothrips reuteri)；Enneothrips flavens；Flower thrips belongs to kind of (a Frankliniella spp.), the brown flower thrips of such as cigarette (Frankliniella fusca), west Flower thrips (Frankliniella occidentalis), Soviet Union flower thrips (Frankliniella schultzei), east flower Ji Horse (Frankliniella tritici), Frankliniella vaccinii, William phase flower thrips (Frankliniella williamsi)；Heliothrips kind (Heliothrips spp.)；Greenhouse bar hedge thrips (Hercinothrips femoralis)；Fructus Vitis viniferae thrips (Rhipiphorothrips cruentatus)；Hard Thrips kind (Scirtothrips spp.)；Taeniothrips cardamomi；Thrips kind (Thrips spp.), such as south golden thistle horse (Thrips Palmi), onion thrips (Thrips tabaci)；
Lepismae saccharinae mesh (Zygentoma) (=Thysanoptera (Thysanura)), such as, comb lepismae saccharinae belongs to kind an of (Ctenolepisma Spp.), lepismae saccharinae (Lepisma saccharina), robber fireworm (Lepismodes inquilinus), special mess lepismae saccharinae (Thermobia domestica)；
Symphyla (Symphyla), such as, common house centipede belongs to kind of (a Scutigerella spp.), such as kahikatea worm (Scutigerella immaculata)；
Mollusca (Mollusca), especially from the insect of Bivalvia (Bivalvia), such as, mussel belongs to be planted (Dreissena spp.),
And Gastropoda (Gastropoda), such as, A Yong Limax kind (Arion spp.), the most black Limax (Arion ater rufus)；Biomphalaria kind (Biomphalaria spp.)；Bulinus kind (Bulinus spp.)；Agriolimax kind (Deroceras spp.), the most smooth Agriolimax agrestis Linnaeus (Deroceras laeve)；Soil snail belongs to kind of (a Galba spp.)；Lamnaeid Belong to kind of (a Lymnaea spp.)；Katayama kind (Oncomelania spp.)；Pomacea canaliculata belongs to kind of (a Pomacea spp.)；Succinum spiral shell Belong to kind of (a Succinea spp.)；
From Phylum platyhelminthes (Platyhelminthes) and the parazoon of Nemathelminthes (Nematoda) and people Class parasite, such as, Aelurostrongylus kind (Aelurostrongylus spp.), Amidostomum kind (Amidostomum Spp.), Ancylostoma kind (Ancylostoma spp.), Angiostrongylus kind (Angiostrongylus spp.), different point Turbatrix kind (Anisakis spp.), Anaplocephala kind (Anoplocephala spp.), Ascaris kind (Ascaris Spp.), Ascaridia kind (Ascaridia spp.), Baily Ascaris kind (Baylisascaris spp.), cloth Shandong Turbatrix Kind of (Brugia spp.), Bunostomum kind (Bunostomum spp.), Hepaticola kind (Capillaria spp.), Chabertia belongs to kind of (Chabertia spp.), Clon kind (Clonorchis spp.), a Cooperia kind (Cooperia spp.), Crenosoma kind (Crenosoma spp.), rim of a cup belong to kind of (Cyathostoma spp.), a two-chamber Trematodiasis belongs to kind of (Dicrocoelium spp.), Dictyocaulus kind (Dictyocaulus spp.), a Bothriocephalus kind (Diphyllobothrium spp.), Diplopylidium kind (Dipylidium spp.), Dirofilaria kind (Dirofilaria Spp.), Dracunculus kind (Dracunculus spp.), Echinococcus kind (Echinococcus spp.), Echinostoma Plant (Echinostoma spp.), Enterobius kind (Enterobius spp.), true sheath belongs to kind of (an Eucoleus spp.), sheet shape is inhaled Eimeria kind (Fasciola spp.), Fascioloides kind (Fascioloides spp.), Fasciolopsis kind (Fasciolopsis spp.), Filaroides kind (Filaroides spp.), cylinder line belong to kind of (a Gongylonema spp.), three For Eimeria kind (Gyrodactylus spp.), Habronema kind (Habronema spp.), Haemonchus kind (Haemonchus spp.), helix Eimeria kind (Heligmosomoides spp.), Heterakis kind (Heterakis Spp.), Hymenolepis kind (Hymenolepis spp.), pig circle belong to kind of (Hyostrongylus spp.), a Litomosoides Plant (Litomosoides spp.), Loa kind (Loa spp.), Metastrongylus kind (Metastrongylus Spp.), Meotrchis kind (Metorchis spp.), Mesocestoides kind (Mesocestoides spp.), Meng Nici Cestode belongs to kind of (a Moniezia spp.), Muellerius belongs to kind of (Muellerius spp.), a Necator kind (Necator Spp.), Nematodirus kind (Nematodirus spp.), Nippostrongylus belong to kind of (a Nippostrongylus spp.), knot Nodel line Eimeria kind (Oesophagostomum spp.), Ollulanus kind (Ollulanus spp.), Onchocerca kind (Onchocerca spp.), Opisthorchis kind (Opisthorchis spp.), Ao Sile Turbatrix kind (Oslerus Spp.), Ostertagia kind (Ostertagia spp.), Oxyuris kind (Oxyuris spp.), Paracapillaria belong to Kind, Parafilaria kind (Parafilaria spp.), Paragonimus kind (Paragonimus spp.), with amphistome belong to kind (Paramphistomum spp.), Paranoplocephala kind (Paranoplocephala spp.), parascris kind (Parascaris spp.), Passalurus kind (Passalurus spp.), Protostrongylus kind (Protostrongylus Spp.), Schistosoma kind (Schistosoma spp.), Setaria kind (Setaria spp.), trichina cystica genus kind (Spirocerca spp.), Stephanofilaria kind (Stephanofilaria spp.), hat buttock line belong to kind an of (Stephanurus Spp.), excrement Strongylus kind (Strongyloides spp.), Strongylus kind (Strongylus spp.), opening Eimeria kind (Syngamus spp.), cestode belong to kind of (Taenia spp.), a Teladorsagia kind (Teladorsagia spp.), suck line Eimeria kind (Thelazia spp.), Toxascaris kind (Toxascaris spp.), Belascaris kind (Toxocara Spp.), Trichinella kind (Trichinella spp.), Trichobilharzia kind (Trichobilharzia spp.), hair round wires Eimeria kind (Trichostrongylus spp.), Trichocephalus kind (Trichuris spp.), Ancylostoma kind (Uncinaria Spp.), Wuchereria kind (Wuchereria spp.)；
From the plant insect of Nemathelminthes, i.e. plant parasitic nematodes, especially Aglenchus kind (Aglenchus spp.), such as, occupy agriculture field Tylenchida (Aglenchus agricola)；Serpentis Turbatrix kind (Anguina Spp.), such as Anguina tritici (Anguina tritici)；Aphelenchoides kind (Aphelenchoides spp.), example Such as Semen arachidis hypogaeae aphelenchoides (Aphelenchoides arachidis), Fructus Fragariae Ananssae aphelenchoides (Aphelenchoides fragariae)；Thorn Turbatrix kind (Belonolaimus spp.), such as Belonolaimus gracilis, celery thorn nematicide (Belonolaimus longicaudatus)、Belonolaimus nortoni；Bursaphelenchus kind (Bursaphelenchus spp.), such as Cortex cocois radicis red ring corruption nematicide (Bursaphelenchus cocophilus), Bursaphelenchus eremus, Bursaphelenchus xylophilus (Bursaphelenchus xylophilus)；Downright bad Turbatrix kind (Cacopaurus spp.), such as Semen Juglandis nematicide (Cacopaurus pestis)；Little loop wire Eimeria kind (Criconemella Spp.), such as bend little loop wire worm (Criconemella curvata), Criconemella onoensis, decorate little loop wire Worm (Criconemella ornata), Criconemella rusium, different dish medium ring nematicide (Criconemella Xenoplax) (=Mesocriconema xenoplax)；Criconemoides kind (Criconemoides spp.), such as Criconemoides ferniae、Criconemoides onoense、Criconemoides ornatum；Ditylenchus kind (Ditylenchus spp.), such as Ditylenchus dip saci (Ditylenchus dipsaci)；Cone Turbatrix kind (Dolichodorus spp.)；Ball Heterodera kind (Globodera spp.), such as G.pallida (Globodera Pallida), globodera rostochiensis (Globodera rostochiensis)；Helix Eimeria kind (Helicotylenchus Spp.), such as Spiral namatodes (Helicotylenchus dihystera)；Half Criconemoides kind (Hemicriconemoides spp.)；Sheath Turbatrix kind (Hemicycliophora spp.)；Heterodera kind (Heterodera spp.), such as Herba bromi japonici golden nematode (Heterodera avenae), soybean cyst nematode Heterodera glycines (Heterodera Glycines), Radix Betae golden nematode (Heterodera schachtii)；Tie Turbatrix kind (Hoplolaimus spp.)； Minute hand Turbatrix kind (Longidorus spp.), such as Longidorus africanus；Meloidogyne kind (Meloidogyne spp.), such as Meloidogyne chitwoodi (Meloidogyne chitwoodi), Meloidogyne Fallax, M hapla (Meloidogyne hapla), Meloidogyne incognita (Meloidogyne incognita)； Meloinema belongs to kind；Pearl curve Eimeria kind (Nacobbus spp.)；Intend Ditylenchus kind (Neotylenchus spp.)；Intend Aphelenchoides (Paraphelenchus spp.)；Intend burr Turbatrix kind (Paratrichodorus spp.), the most small plan Burr nematicide (Paratrichodorus minor)；Pratylenchidae belongs to kind of (a Pratylenchus spp.), such as, puncture short body Nematicide (Pratylenchus penetrans)；Pseudohalenchus belongs to kind；Psilenchus belongs to kind；Punctodera belongs to Kind；Five ditch Turbatrix kinds (Quinisulcius spp.)；Perforation line Eimeria kind (Radopholus spp.), such as Citrus perforation Nematicide (Radopholus citrophilus), radopholus similes thorne (Radopholus similis)；Reniform nematode belongs to plants (Rotylenchulus spp.)；Turbatrix kind of spiraling (Rotylenchus spp.)；Shield Turbatrix kind (Scutellonema spp.)；Sub-serpentine Eimeria kind (Subanguina spp.)；Trichodorus kind (Trichodorus spp.), such as Trichodorus obtusus；Original burr nematicide (Trichodorus primitivus)；Tylenchorhynchus kind (Tylenchorhynchus spp.), such as circlets species of Tylenchorhynchus Nematodes (Tylenchorhynchus annulatus)；Tylenchida Belong to kind of (a Tylenchulus spp.), such as Tylenchulus Semipenetrans (Tylenchulus semipenetrans)；Xiphinema kind (Xiphinema spp.), such as sword nematode (Xiphinema index).
Further, it is also possible to preventing and treating is from protozoacide (Protozoa) suberathem, Coccidia (Coccidia) such as Amy ball The insect of Eimeria kind (Eimeria spp.).
Formula (I) compound is the most optionally to be used as herbicide, safener, growth regulator under certain concentration or rate of application Or for improving the reagent of plant characteristic, as microbicide or gametocide, be used for example as antifungal, antimycotic agent, Bactericide, the antiviral reagent of viroid (include resist) or be used as anti-MLO (mycoplasma sample organism) and RLO (Garrick Ci Shi body sample organism) reagent.If appropriate, they also act as intermediate or the precursor synthesizing other active component.
Preparation
The invention still further relates to the preparation as pesticide and type of service prepared therefrom, such as immersion, dropping liquid and hydrojet, its Comprise at least one formula (I) compound.In some cases, described type of service also comprises pesticide and/or improves the assistant of activity Agent, such as penetrating agent, such as vegetable oil, such as rapeseed oil, Oleum Helianthi, mineral oil, such as paraffin oil, the alkane of vegetable fatty acid Base ester, such as rapeseed oil methyl ester or soybean oil methyl ester, or alkyl alcohol alkoxylates；And/or spreader-sticker (spreader), such as Alkylsiloxane and/or salt, such as organic or inorganic ammonium salt or salt, such as ammonium sulfate or diammonium phosphate；And/or keep Accelerator, such as dioctylsulfosuccinat or hydroxypropyl melon xanthan polymer；And/or wetting agent, such as glycerol；And/or it is fertile Material, such as ammonium fertilizer, potash fertilizer or phosphate fertilizer.
Conventional formulation be such as water-soluble liquid (SL), cream (EC), aqueous emulsion (EW), suspension concentrating agents (SC, SE, FS, OD), water dispersible granules (WG), granule (GR) and capsule concentrating agents (CS)；These and other possible preparation types such as by International crop vital tissues (Crop Life International) describes in the following documents: pesticide description (Pesticide Specifications), FAO (Food and Agriculture Organization of the United Nation) and World Health Organization's pesticide description are developed and use hands Volume (Manual on development and use of FAO and WHO specifications for Pesticides), FAO's plant production and protection document-173 (FAO Plant Production and Protection Papers 173) (by FAO (Food and Agriculture Organization of the United Nation)/World Health Organization (WHO) about the joint conference system of pesticide handbook Order, 2004, ISBN:9251048576).Described preparation, in addition to comprising one or more formulas (I) compound, the most optionally comprises Other agrochemical active ingredient.
Preferably, these preparations or type of service comprise auxiliary agent, such as extender, solvent, spontaneous accelerator, carrier, Emulsifying agent, dispersant, anti-cream, Biocide, thickening agent and/or other auxiliary agents, such as adjuvant.In this article, adjuvant is one Plant and strengthen the biological action of preparation and itself not there is the component of any biological action.The example of adjuvant is for promoting to protect Hold, spread, be attached to the reagent of leaf surfaces or infiltration.
These preparations are prepared in known manner, such as, by being mixed with auxiliary agent by formula (I) compound, described auxiliary agent is such as Extender, solvent and/or solid carrier and/or other auxiliary agents, such as, surfactant.Described preparation is in suitable facility Preparation, or before administration or prepared by application.
The auxiliary agent used can be to be suitable for giving formula (I) by the most specific for particular characteristics physics, technology and/or biological characteristics The preparation of compound or the thing of type of service (such as instant pesticide, such as hydrojet or seed dressing product) prepared by these preparations Matter.
Suitably extender be such as water, polarity and nonpolar organic chemistry liquid, is selected from following kind: aromatics with Non-aromatic hydrocarbons (such as paraffin, alkylbenzene, alkylnaphthalene, chlorobenzene), alcohol and polyhydric alcohol (if appropriate, its also can be replaced, be etherified and/ Or esterification), ketone (such as acetone, Ketohexamethylene), ester (including fat and oil) and (gathering) ether, unsubstituted and substituted amine, amide, interior acyl Amine (such as N-alkyl pyrrolidone) and lactone, sulfone and sulfoxide (such as dimethyl sulfoxide).
If the extender used is water, it be also possible to use such as organic solvent as cosolvent.Available liquid flux master It is: aromatic compounds, such as dimethylbenzene, toluene or alkylnaphthalene；Chlorinating aromatic hydrocarbon or chlorinated aliphatic hydrocarbons, as chlorobenzene, vinyl chloride or Dichloromethane；Aliphatic hydrocarbon, such as hexamethylene or paraffin, such as petroleum distillate；Mineral oil and vegetable oil；Alcohol, such as butanol or ethylene glycol And their ether and ester；Ketone, such as acetone, methyl ethyl ketone, methyl iso-butyl ketone (MIBK) or Ketohexamethylene；Intensive polar solvent, such as diformazan Base Methanamide and dimethyl sulfoxide, Yi Jishui.
In principle, it is possible to use all suitable solvents.Suitably the example of solvent is aromatic hydrocarbon, such as dimethylbenzene, toluene Or alkylnaphthalene；Chlorinating aromatic hydrocarbon or chlorinated aliphatic hydrocarbons, such as chlorobenzene, vinyl chloride or dichloromethane；Aliphatic hydrocarbon, as hexamethylene, paraffin, Petroleum distillate；Mineral oil and vegetable oil；Alcohol, such as methanol, ethanol, isopropanol, butanol or ethylene glycol, and their ether and ester； Ketone, such as acetone, methyl ethyl ketone, methyl iso-butyl ketone (MIBK) or Ketohexamethylene；Intensive polar solvent, such as dimethyl sulfoxide, Yi Jishui.
In principle, it is possible to use all suitable carriers.Available carrier is outstanding comprising: such as, ammonium salt and the sky of pulverizing So mineral such as Kaolin, clay, Talcum, Chalk, quartz, attapulgite, montmorillonite or kieselguhr, and the synthetic material pulverized Such as finely divided silicon dioxide, aluminium oxide and naturally occurring or synthetic silicate, resin, wax and/or solid fertilizer.Can use equally The mixture of these carriers.The available carrier for granule includes: such as pulverize and the natural rock of classification, such as square solution Stone, marble, Pumex, meerschaum, dolomite, and the synthesis granule of inorganic and organic powder, and organic material such as sawdust, paper, Coconut husk, corncob and the granule of Nicotiana tabacum L. stalk.
It is also possible to use gaseous state extender or the solvent of liquefaction.Specially suitable extender or carrier are with big in ambient temperature It is those of gaseous state under atmospheric pressure, such as Aerosol Propellant Gas, such as halogenated hydrocarbons, and butane, propane, nitrogen and titanium dioxide Carbon.
There is ion or the emulsifying agent of nonionic characteristic and/or foaming agent, dispersant or wetting agent or these surface activitys The example of the mixture of agent includes polyacrylate；Lignosulphonates；Phenolsulfonate or naphthalene sulfonate；Oxirane and fat Alcohol or with fatty acid or with fatty amine and the condensation polymer of substituted phenol (preferably alkyl phenol or aryl phenol)；Sulfosuccinate Salt；Taurine derivatives (preferably taurine Arrcostab)；Polyethoxylated alcohols or the phosphate ester of phenol；The fatty acid ester of polyhydric alcohol； And the derivant of the compound containing sulfuric ester, sulphonic acid ester and phosphate ester, such as alkylaryl polyglycol ether, alkyl sulfonic acid Ester, alkyl sulfate, aromatic yl sulphonate, protein hydrolysate, lignin sulfite waste liquor and methylcellulose.If formula (I) If one of compound and/or one of inertia vector water insoluble and be administered in water, then the depositing of surfactant It is being favourable.
May be present in preparation and included by other auxiliary agents in its derivative type of service: dyestuff, such as inorganic pigment, such as Ferrum oxide, titanium oxide and Prussian blue, and organic dyestuff such as alizarin dyes, azo dye and metallized phthalocyanine dye；And nutrition Element and trace nutrient such as iron salt, manganese salt, boron salt, mantoquita, cobalt salt, molybdenum salt and zinc salt.
Other component can be stabilizer, such as low temperature stabilizer, preservative, antioxidant, light stabilizer or improvement chemistry And/or other reagent of physical stability.Also can there is foaming agent (foam generator) or defoamer.
Additionally, described preparation and the type of service derived by it also can comprise following material as other auxiliary agents: viscosifier (sticker), if the natural and synthetic polymer of carboxymethyl cellulose and powder, granule or latex form is (such as Arab tree Glue, polyvinyl alcohol and polyvinyl acetate), or natural phospholipid such as cephalin and lecithin and synthetic phospholipid.Other possible helping Agent is mineral oil and vegetable oil.
Optionally, described preparation and other auxiliary agents can be there are by its derivative type of service.The example of this kind of additive Including spice, protecting colloid, binding agent, adhesive, thickening agent, thixotropic agent, penetrating agent, holding accelerator, stabilizer, multivalence chela Mixture (sequestrants), chelating agent, wetting agent, spreader-sticker.Generally, the compound of formula (I) can be usually used in preparation purpose Any solid or liquid additive combine.
The available all that material keeping accelerator to include reducing dynamic surface tension, such as 2-Sulfosuccinic acid two is pungent Ester, or improve viscoelastic all that material, such as hydroxypropyl guar xanthan polymer.
In this article, suitable penetrating agent be conventionally used to facilitate agricultural chemical activity compound to plant osmosis all that A little materials.In this article, by its from (usually aqueous) applicating liquid and/or from spray-painting penetrate into plant epidermis thus The ability that increase active component migrates in epidermis defines penetrating agent.Can use document (Baur etc., 1997, Pesticide Science 51,131-152) described in method measure this characteristic.Example includes: alcohol alkoxylates, such as Cortex cocois radicis fat second Epoxide compound (10) or isotridecyl ethoxylate (12)；Fatty acid ester, such as rapeseed oil methyl ester or soybean oil methyl ester； Fatty amine alkoxylate, such as tallow amine ethoxylate (15)；Or ammonium salt and/or salt, such as ammonium sulfate or phosphoric acid hydrogen Diammonium.
Described preparation preferably comprises formula (I) compound of 0.00000001 weight % to 98 weight %, or particularly preferably Formula (I) compound of 0.01 weight % to 95 weight %, formula (I) compound of more preferably 0.5 weight % to 90 weight %, based on The weight meter of preparation.
In the type of service (particularly pesticide) prepared by described preparation, the content of formula (I) compound can become in a wide range Change.In described type of service, the concentration of formula (I) compound generally can be formula (I) change of 0.00000001 weight % to 95 weight % Compound, preferably 0.00001 weight % to 1 weight %, weight meter based on type of service.Use the normal of the form that is adapted for use with Rule mode completes.
Mixture
Formula (I) compound be alternatively arranged as with one or more suitable antifungal, bactericide, acaricide, kill software Animal agent, nematicide, insecticide, microorganism agent (microbiologicals), useful species (beneficial Species), herbicide, fertilizer, bird repellant, phytotonics, sterilant, safener, infochemical and/or plant The mixture of thing growth regulator uses, thus the most such as widens action spectrum, extends action time, increasing action speed, anti- Only repel or prevent the development of resistance.Additionally, the combination of such reactive compound can improve plant growing and/or raising To abiotic component (such as high temperature or low temperature), arid or the water yield increased or the toleration of Soil salinity.Can also improve out Flower and the performance of result, optimization germinating capacity and root development, promotion are gathered and improve yield, impact is ripe, improve harvested material Quality and/or nutritive value, the storage life of prolongation harvested products and/or improve its machinability.
Additionally, formula (I) compound can be with other reactive compounds or infochemical such as attractant and/or bird repellent Presented in the mixture of agent and/or activating plants agent and/or growth regulator and/or fertilizer.Equally, formula (I) compound Such as can also grow with improving plant characteristic, the form of the mixture of the reagent of the quality of yield and harvested material uses.
In specific embodiments of the present invention, in preparation or the type of service prepared by these preparations, formula (I) chemical combination Thing is presented in the mixture of those described below preferred with other compounds.
If can there is different tautomeric form in certain compound in following compound, then these forms also include Including, even if the most clearly mentioning.
Insecticide/acaricide/nematicide:
The reactive compound illustrated with its adopted name herein is known and is recorded in such as pesticide handbook (" The Pesticide Mannual ", the 16th edition, British Crop Protection Concil2012) in or can be in the Internet (such as http://www.alanwood.net/pesticides) upper search.
(1) acetylcholinesterase (AChE) inhibitor, such as, carbamates, such as alanycarb (alanycarb), Aldicarb (aldicarb), worm prestige (bendiocarb), Benfuracard micro (benfuracarb), butocarboxim (butocarboxim), butanone sulfone prestige (butoxycarboxim), sevin (carbaryl), furadan (carbofuran), Carbosulfan (carbosulfan), ethiofencarb (ethiofencarb), Bassa (fenobucarb), Carzol (formetanate), furathiocarb (furathiocarb), Mobucin (isoprocarb), mercaptodimethur (methiocarb), go out many Worm (methomyl), meta-tolyl-N-methylcarbamate (MTMC) (metolcarb), oxamyl (oxamyl), Aphox (pirimicarb), arprocarb (propoxur), thiodicarb (thiodicarb), thiofanox (thiofanox), triaguron (triazamate), Landrin (trimethacarb), XMC and Meobal (xylylcarb)；Or organophosphorus compounds, such as orthene (acephate), azamethiphos (azamethiphos), triazotion (azinphos-ethyl), methyl Bayer 17147 (azinphos-methyl), cadusafos (cadusafos), chlorethoxyfos (chlorethoxyfos), chlorfenviphos (chlorfenvinphos), chlormephos (chlormephos), chlopyrifos (chlorpyrifos), chlorpyrifos-methyl (chlorpyrifos-methyl), coumafos (coumaphos), cynock (cyanophos), demeton-methyl (demeton- S-methyl), basudin (diazinon), dichlorvos/DDVP (dichlorvos/DDVP), Carbicron (dicrotophos), Rogor (dimethoate), dimethylvinphos (dimethylvinphos), disulfoton (disulfoton), EPN, Ethodan (ethion), phonamiphos (ethoprophos), famphur (famphur), fenamiphos (fenamiphos), Folithion (fenitrothion), fenthion (fenthion), lythidathion (fosthiazate), heptenophos (heptenophos), Imicyafos, isofenphos (isofenphos), O-(Methoxyamino thiophosphoryl) isopropyl salicylate, isoxathion (isoxathion), Malathion (malathion), Afos (mecarbam), Bayer 71628 (methamidophos), kill and flutter Phosphorus (methidathion), Menite (mevinphos), Azodrin (monocrotophos), 2-dichloroethylk dimethyl phosphate (naled), omethoate (omethoate), metilomerkaptofosoksid (oxydemeton-methyl), parathion (parathion), parathion methyl ester (parathion- Methyl), phenthoate dimephenthoate cidial (phenthoate), thimet (phorate), Phosalone (phosalone), phosmet (phosmet), phosphamidon (phosphamidon), phoxim (phoxim), pirimiphos-methyl (pirimiphos-methyl), third Bromine phosphorus (profenofos), propetamphos (propetamphos), BAY-NTN 8629 (prothiofos), pyraclofos (pyraclofos), pyridaphethione (pyridaphenthion), quintiofos (quinalphos), sulfotep (sulfotep), fourth Yl pyrimidines phosphorus (tebupirimfos), Swebate (temephos), terbufos (terbufos), Ravap (tetrachlorvinphos), thiometon (thiometon), triazophos (triazophos), metrifonate And vamidothion (vamidothion) (trichlorfon).
(2) GABA gated chloride channel antagonist class, such as cyclopentadiene organochlorine class, such as Niran And 5a,6,9,9a-hexahydro-6,9-methano-2,4 (endosulfan) (chlordane)；Or phenyl pyrazoles (fiproles), such as ethiprole (ethiprole) and Ethiprole (fipronil).
(3) sodium channel modulators/voltage-gated sodium channel blocker, such as, pyrethroid, such as acrinathrin (acrinathrin), allethrin (allethrin), the cis-anti-allethrin of d-, the anti-allethrin of d-, Biphenthrin (bifenthrin), bioallethrin (bioallethrin), bioallethrin-s-cyclopentenyl isomer (bioallethrin s-cyclopentenyl isomer), bioresmethrin (bioresmethrin), cycloprothrin (cycloprothrin), cyfloxylate (cyfluthrin), β-cyfloxylate, lambda-cyhalothrin (cyhalothrin), λ-lambda-cyhalothrin, gamma-cyhalothrin, cypermethrin (cypermethrin), α-cypermethrin, β-cypermethrin, θ-chlorine Cyano chrysanthemate, ζ-cypermethrin, cyphenothrin (cyphenothrin) [(1R)-transisomer], decis (deltamethrin), empenthrin (empenthrin) [(EZ)-(1R) isomer], kill A Ju ester (esfenvalerate), etofenprox (etofenprox), Fenpropathrin (fenpropathrin), fenvalerate (fenvalerate), flucythrinate (flucythrinate), flumethrin (flumethrin), τ-taufluvalinate (tau-fluvalinate), halfenprox (halfenprox), Imiprothrin (imiprothrin), Kadethrin (kadethrin), permethrin (permethrin), phenothrin (phenothrin) [(1R)-transisomer], ene-alkyne chrysanthemum Ester (prallethrin), pyrethrin (pyrethrins) (Pyrethrum (pyrethrum)), resmethrin (resmethrin), Silafluofene (silafluofen), Tefluthrin (tefluthrin), tetramethrin (tetramethrin), tetramethrin [(1R)- Isomer], tralomethrin (tralomethrin) and transfluthrin (transfluthrin)；Or DDT；Or methoxychlor (methoxychlor)。
(4) nAChR (nAChR) agonist class, such as anabasine (neonicotinoids), such as pyridine Worm amidine (acetamiprid), clothianidin (clothianidin), MTI-446 (dinotefuran), imidacloprid (imidacloprid), Nitenpyram (nitenpyram), thiacloprid (thiacloprid) and Diacloden (thiamethoxam)；Or nicotine (nicotine)；Or sulfoxaflor (sulfoxaflor).
(5) nAChR (nAChR) allosteric activation agent, such as multiple killing teichomycin class (spinosyns), such as second Quito bacteriocidin (spinetoram) and pleocidin (spinosad).
(6) chloride channel activator class, such as avermectins (avermectins)/milbemycin class (milbemycins), such as abamectin (abamectin), emamectin-benzoate (emamectin Benzoate), thunder cuticulin (lepimectin) and milbemectin (milbemectin).
(7) juvenile hormone mimics, such as juvenoid class, such as hydroprene (hydroprene), alkene worm Alkynes ester (kinoprene) and methoprene (methoprene)；Or fenoxycarb (fenoxycarb)；Or Nylar (pyriproxyfen)。
(8) there is the unknown or the indefinite mechanism of action reactive compound, such as
Alkyl halide, such as bromomethane and other alkyl halides；Or chloropicrin (chloropicrine)；Or vikane (sulfuryl fluoride)；Or Borax；Or tartar emetic.
(9) selectivity antifeedant, such as pymetrozine (pymetrozine)；Or flonicamid (flonicamid).
(10) demodicid mite growth inhibitor class, such as clofentezine (clofentezine), Hexythiazox (hexythiazox) and fluorine demodicid mite Piperazine (diflovidazin)；Or etoxazole (etoxazole).
(11) the microorganism agent interfering of insecticide goldbeater's skin, such as bacillus thuringiensis subsp israelensis (Bacillus Thuringiensis subspecies israelensis), Bacillus sphaericus (Bacillus sphaericus), Su Yun Gold bacillus Aizawa subspecies (Bacillus thuringiensis subspecies aizawai), bacillus thuringiensis Ku Er Stark subspecies (Bacillus thuringiensis subspecies kurstaki), bacillus thuringiensis intend step Row first subspecies (Bacillus thuringiensis subspecies tenebrionis), and BT vegetable protein: Cry1Ab、Cry1Ac、Cry1Fa、Cry2Ab、mCry3A、Cry3Ab、Cry3Bb、Cry34/35Ab1。
(12) oxidative phosphorylation inhibitors class, ATP agent interfering class, such as diafenthiuron (diafenthiuron)；Or organotin Compound, such as azacyclotin (azocyclotin), plictran (cyhexatin) and fenbutatin oxide (fenbutatin oxide)；Or Propargite (propargite)；Or tetradifon (tetradifon).
(13) the oxidative phosphorylation uncoupler class of H proton gradient, such as capillary (chlorfenapyr), dinitro it are interrupted Cresol (DNOC) and sulfluramid (sulfluramid).
(14) nAChR antagonist class, such as bensultap (bensultap), cartap hydrochlorate (cartap hydrochloride), thiocyclam (thiocylam) and dimehypo (thiosultap-sodium).
(15) benzoylurea derivertives class, 0 type, such as bistrifluron (bistrifluron), UC 62644 (chlofluazuron), difluorobenzene grand (diflubenzuron), flucycloxuron (flucycloxuron), Cascade (flufenoxuron), HEXAFLUMURON (hexaflumuron), lufenuron (lufenuron), Novaluron (novaluron), Noviflumuron (noviflumuron), diflubenzuron (teflubenzuron) and triflumuron (triflumuron).
(16) benzoylurea derivertives class, 1 type, such as Buprofezin (buprofezin).
(17) molting inhibitors class (being used in particular for Diptera, i.e. dipteron), such as, cyromazine (cyromazine)。
(18) ecdysone receptor agonist class, such as ring tebufenozide (chromafenozide), chlorine tebufenozide (halofenozide), methoxyfenozide (methoxyfenozide) and tebufenozide (tebufenozide).
(19) octopaminergic agonist class, such as amitraz (amitraz).
(20) complex-III electron transfer inhibitor class, such as hydramethylnon (hydramethylnon)；Or acequinocyl (acequinocyl)；Or fluacrypyrim (fluacrypyrim).
(21) complex-I electron transfer inhibitor class, such as METI acaricide, such as fenazaquin (fenazaquin), Fenpyroximate (fenpyroximate), pyrimidifen (pyrimidifen), pyridaben (pyridaben), tebufenpyrad And Tolfenpyrad (tolfenpyrad) (tebufenpyrad)；Or rotenone (rotenone) (Derris (Derris)).
(22) voltage-gated sodium channel blocker class, such as indoxacarb (indoxacarb) or metaflumizone (metaflumizone)。
(23) acetyl-CoA carboxylase inhibitor class, such as tetronic acid and tetramic acid derivatives, such as Envidor (spirodiclofen), Spiromesifen (spiromesifen) and spiral shell worm ethyl ester (spirotetramat).
(24) complex-IV electron transfer inhibitor class, such as phosphine class, such as aluminum phosphate, calcium phosphide, phosphine and zinc phosphide； Or cyanide.
(25) complex-II electron transfer inhibitor class, such as azoles demodicid mite cyanogen (cyenopyrafen) and cyflumetofen (cyflumetofen)。
(28) blue Buddhist nun's alkali (ryanodine) receptor effect thing (effector) class, such as diamides, such as chlorantraniliprole (chlorantraniliprole), cyanogen insect amide (cyantraniliprole) and Flubendiamide (flubendiamide),
Other active component, such as afidopyropen, nimbin (azadirachtin), benclothiaz, Citrazon (benzoximate), Bifenazate (bifenazate), fenisobromolate (bromopropylate), quinomethionate (quinomethionate), cryolite,
Dicofol (dicofol), flufenzine (diflovidazin), fluorine thiophene worm sulfone (fluensulfone), Flometoquin, phonetic worm amine (flufenerim), fluorine bacterium demodicid mite ester (flufenoxystrobin), butene-fipronil (flufiprole), fluopyram (fluopyram), fluorine pyrrole furanone (flupyradifurone), furan tebufenozide (fufenozide), heptafluthrin, imidaclothiz (imidaclothiz), RP-26019 (iprodione), fluorine chlorine ether chrysanthemum ester (meperfluthrin), paichongding (paichongding), pyflubumide, pyrifluquinazon, pyriminostrobin (pyriminostrobin), etrafluorine ethofenprox (tetramethylfluthrin) and iodomethane；And based on strong spore bar The preparation of bacterium (Bacillus firmus) (I-1582, BioNeem, Votivo), and the bromo-N-{2-of following compounds: 3-is bromo- The chloro-6-of 4-[(1-cyclopropylethyl) carbamoyl] phenyl }-1-(3-chloropyridine-2-base)-1H-pyrazoles-5-Methanamide (by WO2005/077934 is known) and 1-{2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl) sulfinyl] phenyl-3-(trifluoro Methyl)-1H-1,2,4-triazole-5-amine (being known by WO2006/043635), 1'-[(2E)-3-(4-chlorphenyl) acrylate-2-alkene- 1-yl]-5-fluorine spiral shell [indole-3,4'-piperidines]-1 (2H)-yl } (2-chloropyridine-4-base) ketone (obtains by WO2003/106457 Know), the chloro-N-of 2-[2-{1-[(2E)-3-(4-chlorphenyl) acrylate-2-alkene-1-base] piperidin-4-yl }-4-(trifluoromethyl) phenyl] Pyrazinamide (being known by WO2006/003494), 3-(2,5-3,5-dimethylphenyl)-4-hydroxyl-8-methoxyl group-1,8-diaza spiro [4.5] decyl-3-alkene-2-ketone (being known by WO2009/049851), 3-(2,5-3,5-dimethylphenyl)-8-methoxyl group-2-oxo-1, 8-diaza spiro [4.5] decyl-3-alkene-4-base-ethyl carbonate ester (being known by WO2009/049851), 4-(butyl-2-alkynes-1-base oxygen Base)-6-(3,5-lupetidine-1-base)-5-FU (being known by WO2004/099160), 4-(butyl-2-alkynes-1-base oxygen Base)-6-(3-chlorphenyl) pyrimidine (being known by WO2003/076415), PF1364 (CAS registration number 1204776-60-2), 4-[5- (3,5-Dichlorobenzene base)-5-(trifluoromethyl)-4,5-dihydro-1,2-azoles-3-base]-2-methyl-N-{2-oxo-2-[(2,2, 2-trifluoroethyl) amino] ethyl Benzoylamide (being known by WO2005/085216), 4-{5-[3-chloro-5-(trifluoromethyl) benzene Base]-5-(trifluoromethyl)-4,5-dihydro-1,2-azoles-3-base }-N-{2-oxo-2-[(2,2,2-trifluoroethyl) amino] second Base }-1-naphthalenecarboxamide (being known by WO2009/002809), 2-[2-({ [the bromo-1-of 3-(3-chloropyridine-2-base)-1H-pyrazoles-5- Base] carbonyl } amino)-5-chloro-3-methyl benzoyl]-2-methyl hydrazine carboxylate methyl ester (being known by WO2005/085216), 2- [2-({ [the bromo-1-of 3-(3-chloropyridine-2-base)-1H-pyrazoles-5-base] carbonyl } amino)-5-cyano group-3-methyl benzoyl]- 2-ethyl hydrazine carboxylic acid's methyl ester (being known by WO2005/085216), 2-[2-([the bromo-1-of 3-(3-chloropyridine-2-base)-1H-pyrazoles- 5-yl] carbonyl } amino)-5-cyano group-3-methyl benzoyl]-2-methyl hydrazine carboxylate methyl ester (being known by WO2005/085216), 2-[the bromo-2-of 3,5-bis-({ [the bromo-1-of 3-(3-chloropyridine-2-base)-1H-pyrazoles-5-base] carbonyl } amino) benzoyl]-2-second Base hydrazine carboxylic acid's methyl ester (being known by WO2005/085216), 1-(3-chloropyridine-2-base)-N-[4-cyano group-2-methyl-6-(methyl Carbamoyl) phenyl]-3-{ [5-(trifluoromethyl)-2H-tetrazolium-2-base] methyl }-1H-pyrazoles-5-Methanamide (by WO2010/069502 is known), N-[2-(5-amino-1,3,4-thiadiazoles-2-base)-4-chloro-6-aminomethyl phenyl] the bromo-1-of-3- (3-chloropyridine-2-base)-1H-pyrazoles-5-Methanamide (being known by CN102057925), chloro-N-of 3-(2-cyano group acrylate-2-yl)-N- [4-(1,1,1,2,3,3,3-seven fluorine acrylate-2-yl)-2-aminomethyl phenyl] phthalamide (being known by WO2012/034472), the chloro-N-of 8- [(2-chloro-5-methoxyl phenyl) sulfonyl]-6-(trifluoromethyl) imidazo [1,2-a] pyridine-2-carboxamide is (by WO2010/ 129500 know), 4-[5-(3,5-Dichlorobenzene base)-5-(trifluoromethyl)-4,5-dihydro-1,2-azoles-3-base]-2-methyl- N-(1-sulfur oxide azetidinyl (oxidothietan)-3-base) Benzoylamide (being known by WO2009/080250), 4-[5- (3,5-Dichlorobenzene base)-5-(trifluoromethyl)-4,5-dihydro-1,2-azoles-3-base]-2-methyl-N-(1-sulfur oxide heterocycle fourth Alkyl-3-base) Benzoylamide (WO2012/029672), 1-[(2-chloro-1,3-thiazole-5-base) methyl]-4-oxo-3-phenyl- 4H-pyrido [1,2-a] pyrimidine-1--2-alkoxide (being known by WO2009/099929), 1-[(6-chloropyridine-3-base) first Base]-4-oxo-3-phenyl-4H-pyrido [1,2-a] pyrimidine-1--2-alkoxide (being known by WO2009/099929), (5S, 8R)-1-[(6-chloropyridine-3-base) methyl]-9-nitro-2,3,5,6,7,8-hexahydro-1H-5,8-epoxy imidazo [1,2-a] Azatropylidene (being known by WO2010/069266), (2E)-1-[(6-chloropyridine-3-base) methyl]-N'-nitro-2-pentylidene hydrazine first Amidine (being known by WO2010/060231), 4-(the chloro-4-of 3-{2,6-bis-[(3,3-dichloro acrylate-2-alkene-1-base) epoxide] phenoxy group } Propoxyl group)-2-methoxyl group-6-(trifluoromethyl) pyrimidine (being known by CN101337940), N-[2-(t-Butylcarbamoyl)- 4-chloro-6-aminomethyl phenyl]-1-(3-chloropyridine-2-base)-3-(fluorine methoxyl group)-1H-pyrazoles-5-Methanamide is (by WO2008/ 134969 know).
Antifungal
The reactive compound illustrated with its adopted name herein be known and be recorded in such as " pesticide handbook " or On the Internet (such as: http://www.alanwood.net/pesticides).
(1) ergosterol biosynthesis inhibitor, such as (1.1) 4-dodecyl-2,6-thebaine (aldimorph), (1.2) (azaconazole), (1.3) bitertanol (bitertanol), (1.4) bromuconazole (bromuconazole), (1.5) SAN-619F (cyproconazole), (1.6) diclobutrazol (diclobutrazole), (1.7) Difenoconazole (difenoconazole), (1.8) olefin conversion (diniconazole), (1.9) M-olefin conversion (diniconazole-M), (1.10) dodemorph (dodemorph), (1.11) dodemorph acetate (dodemorph Acetate), (1.12) (epoxiconazole), (1.13) etaconazole (etaconazole), (1.14) Fenarimol (fenarimol), (1.15) RH-7592 (fenbuconazole), (1.16) fenhexamid (fenhexamid), (1.17) benzene rust Pyridine (fenpropidin), (1.18) butadiene morpholine (fenpropimorph), (1.19) Fluquinconazole (fluquinconazole), (1.20) flurprimidol (flurprimidol), (1.21) bis(4-fluorophenyl)methyl(1H-1,2,4-triazol-1-ylmethyl)silane (flusilazole), (1.22) Flutriafol (flutriafol), (1.23) furconazole (furconazole), (1.24) furconazole_cis (furconazole-cis), (1.25) oneself Azoles alcohol (hexaconazole), (1.26) imazalil (imazalil), (1.27) IMAZALIL (imazalil sulphate), (1.28) bacterium azoles (ipconazole), (1.30) metconazole are planted in glyoxalin (imibenconazole), (1.29) (metconazole), (1.31) nitrile bacterium azoles (myclobutanil), (1.32) naftifine (naftifin), (1.33) fluorobenzene are phonetic Imidazoles (oxpoconazole), (1.35) paclobutrazol (paclobutrazole), (1.36) are disliked in pyridine alcohol (nuarimol), (1.34) Pefurazoate (pefurazoate), (1.37) Wu Junzuo (penconazole), (1.38) pipron (piperalin), (1.39) Prochloraz (prochloraz), (1.40) propiconazole (propiconazole), (1.41) prothioconazoles (prothioconazole), (1.42) pyributicarb (pyributicarb), (1.43) pyrifenox (pyrifenox), (1.44) azoles Oxolinic acide (quinconazole), (1.45) simeconazoles (simeconazole), (1.46) volution bacterium amine (spiroxamine), (1.47) Tebuconazole (tebuconazole), (1.48) terbinafine (terbinafin), (1.49) fluorine ether azoles (tetraconazole), (1.50) triazolone (triadimefon), (1.51) Triadimenol (triadimenol), (1.52) ten Morpholine (tridemorph), (1.53) fluorine bacterium azoles (triflumizole), (1.54) triforine (triforine), (1.55) Triticonazole (triticonazole), (1.56) uniconazole P (uniconazole), (1.57) uniconazole P-p (uniconazole- P), (1.58) alkene frost benzyl azoles (viniconazole), (1.59) voriconazole (voriconazole), (1.60) 1-(4-chlorobenzene Base)-2-(1H-1,2,4-triazol-1-yl) suberol, (1.61) 1-(2,2-dimethyl-2,3-dihydro-1H-indenes-1-base)-1H- Imidazole-5-carboxylic acid methyl ester, (1.62) N'-{5-(difluoromethyl)-2-methyl-4-[3-(trimethyl silyl) propoxyl group] benzene Base }-N-ethyl-N-methyl imide Methanamide, (1.63) N-ethyl-N-methyl-N'-{2-methyl-5-(trifluoromethyl)- 4-[3-(trimethyl silyl) propoxyl group] phenyl } imide Methanamide and (1.64) O-[1-(4-methoxyphenoxy)- 3,3-dimethyl butyrate-2-base]-1H-imidazoles-1-carbothioic acid ester, (1.65) pyridine bacterium azoles (pyrisoxazole).
(2) respiration inhibitor (respiratory chain inhibitor), such as (2.1) biphenyl pyrrole bacterium amine (bixafen), (2.2) pyridine acyl bacterium Amine (boscalid), (2.3) carboxin (carboxin), (2.4) difluoro woods (diflumetorim), (2.5) fenfuram (fenfuram), (2.6) fluopyram (fluopyram), (2.7) flutolanil (flutolanil), (2.8) fluxapyroxad (fluxapyroxad), (2.9) furametpyr (furametpyr), (2.10) seed dressing amine (furmecyclox), (2.11) pyrazoles Naphthalene bacterium amine (isopyrazam) (cis epimerism racemic modification 1RS, 4SR, 9RS and trans epimerism racemic modification 1RS, The mixture of 4SR, 9SR), (2.12) isopyrazam (trans epimerism racemic modification), (2.13) isopyrazam (trans Epimerism enantiomer 1R, 4S, 9S), (2.14) isopyrazam (trans epimerism enantiomer 1S, 4R, 9R), (2.15) isopyrazam (cis epimerism racemic modification 1RS, 4SR, 9RS), (cis difference is to different for (2.16) isopyrazam Structure enantiomer 1R, 4S, 9R), (2.17) isopyrazam (cis epimerism enantiomer 1S, 4R, 9S), (2.18) Mebenil (mepronil), (2.19) oxycarboxin (oxycarboxin), (2.20) penflufen-containing (penflufen), (2.21) pyrrole metsulfovax (penthiopyrad), (2.22) fluorine azoles ring bacterium amine (sedaxane), (2.23) thiophene fluorine bacterium amine (thifluzamide), (2.24) 1-methyl-N-[2-(1,1,2,2-tetrafluoro ethyoxyl) phenyl]-3-(trifluoromethyl)-1H-pyrrole Azoles-4-Methanamide, (2.25) 3-(difluoromethyl)-1-methyl-N-[2-(1,1,2,2-tetrafluoro ethyoxyl) phenyl]-1H-pyrazoles- 4-Methanamide, (2.26) 3-(difluoromethyl)-N-[the fluoro-2-of 4-(1,1,2,3,3,3-hexafluoro propoxyl group) phenyl]-1-methyl- 1H-pyrazole-4-carboxamide, (2.27) N-[1-(2,4 dichloro benzene base)-1-methoxy propyl-2-base]-3-(difluoromethyl)-1-first Base-1H-pyrazole-4-carboxamide, the fluoro-N-of (2.28) 5,8-bis-[2-(the fluoro-4-{ of 2-[4-(trifluoromethyl) pyridine-2-base] epoxide } Phenyl) ethyl] quinazoline-4-amine, (2.29) benzo alkene fluorine bacterium azoles (benzovindiflupyr), (2.30) N-[(1S, 4R)- 9-(dichloromethylene)-1,2,3,4-tetrahydrochysene-1,4-endo-methylene group naphthalene-5-base]-3-(difluoromethyl)-1-methyl isophthalic acid H-pyrazoles- 4-Methanamide and (2.31) N-[(1R, 4S)-9-(dichloromethylene)-1,2,3,4-tetrahydrochysene-1,4-endo-methylene group naphthalene-5-base]- 3-(difluoromethyl)-1-methyl isophthalic acid H-pyrazole-4-carboxamide, (2.32) 3-(difluoromethyl)-1-methyl-N-(1,1,3-front three Base-2,3-dihydro-1H-indenes-4-base)-1H-pyrazole-4-carboxamide, (2.33) 1,3,5-trimethyl-N-(1,1,3-trimethyl- 2,3-dihydro-1H-indenes-4-base)-1H-pyrazole-4-carboxamide, (2.34) 1-methyl-3-(trifluoromethyl)-N-(1,1,3-front three Base-2,3-dihydro-1H-indenes-4-base)-1H-pyrazole-4-carboxamide, (2.35) 1-methyl-3-(trifluoromethyl)-N-[(3R)-1, 1,3-trimethyl-2,3-dihydro-1H-indenes-4-base]-1H-pyrazole-4-carboxamide, (2.36) 1-methyl-3-(trifluoromethyl)-N- [(3S)-1,1,3-trimethyl-2,3-dihydro-1H-indenes-4-base]-1H-pyrazole-4-carboxamide, (2.37) 3-(difluoromethyl)- 1-methyl-N-[(3S)-1,1,3-trimethyl-2,3-dihydro-1H-indenes-4-base]-1H-pyrazole-4-carboxamide, (2.38) 3-(two Methyl fluoride)-1-methyl-N-[(3R)-1,1,3-trimethyl-2,3-dihydro-1H-indenes-4-base]-1H-pyrazole-4-carboxamide, (2.39) 1,3,5-trimethyl-N-[(3R)-1,1,3-trimethyl-2,3-dihydro-1H-indenes-4-base]-1H-pyrazoles-4-formyl Amine, (2.40) 1,3,5-trimethyl-N-[(3S)-1,1,3-trimethyl-2,3-dihydro-1H-indenes-4-base]-1H-pyrazoles-4-first Amide, (2.41) benodanil (benodanil), the chloro-N-of (2.42) 2-(1,1,3-trimethyl-2,3-dihydro-1H-indenes-4-base) Pyridine-3-carboxamide, (2.43) isofetamid.
(3) respiration inhibitor (respiratory chain inhibitor) of Respiratory Chain Complex I II, such as (3.1) azoles mepanipyrim are acted on (ametoctradin), (3.2) amisulbrom (amisulbrom), (3.3) nitrile Fluoxastrobin (azoxystrobin), (3.4) Cyazofamid (cyazofamid), (3.5) Turbo cornutus Solander bacterium ester (coumethoxystrobin), (3.6) SYP-3375 (coumoxystrobin), (3.7) dimoxystrobin (dimoxystrobin), (3.8) Enestroburin (enestroburin), (3.9) Cycloheximide triazole (famoxadone), (3.10) Fenamidone (fenamidone), (3.11) fluorine bacterium demodicid mite ester (flufenoxystrobin), (3.12) fluoxastrobin (fluoxastrobin), (3.13) kresoxim-methyl (kresoxim- Methyl), (3.14) SSF 126 (metominostrobin), (3.15) orysastrobin (orysastrobin), (3.16) pyridine Oxygen bacterium ester (picoxystrobin), (3.17) pyraclostrobin (pyraclostrobin), (3.18) azoles amine bacterium ester (pyrametostrobin), (3.19) pyraoxystrobin (pyraoxystrobin), (3.20) pyrrole bacterium benzene prestige (pyribencarb), (3.21) chlorine nalidixic bacterium ester (triclopyricarb), (3.22) trifloxystrobin (trifloxystrobin), (3.23) (2E)-2-(2- { [6-(3-chloro-2-methyl phenoxy group)-5-FU-4-base] epoxide } phenyl)-2-(methoxyimino)-N-methyl vinyl Amine, (3.24) (2E)-2-(methoxyimino)-N-methyl-2-(2-{ [({ sub-second of (1E)-1-[3-(trifluoromethyl) phenyl] Base } amino) epoxide] methyl phenyl) acetamide, (3.25) (2E)-2-(methoxyimino)-N-methyl-2-{2-[(E)- ({ 1-[3-(trifluoromethyl) phenyl] ethyoxyl } imino group) methyl] phenyl acetamide, (3.26) (2E)-2-{2- [([(1E)-1-(3-{ [(E)-1-fluoro-2-phenyl ethylidine] epoxide } phenyl) ethylidene] amino } epoxide) methyl] phenyl }- 2-(methoxyimino)-N-methylacetamide, (3.27) (2E)-2-{2-[({ [(2E, 3E)-4-(2,6-Dichlorobenzene base) butyl- 3-alkene-2-subunit] amino epoxide) methyl] phenyl-2-(methoxyimino)-N-methylacetamide, the chloro-N-of (3.28) 2- (1,1,3-trimethyl-2,3-dihydro-1H-indenes-4-base) pyridine-3-carboxamide, (3.29) 5-methoxyl group-2-methyl-4-(2- { [({ (1E)-1-[3-(trifluoromethyl) phenyl] ethylidene } amino) epoxide] methyl } phenyl)-2,4-dihydro-3H-1,2,4-three Azoles-3-ketone, (3.30) (2E)-2-{2-[({ cyclopropyl [(4-methoxyphenyl) imino group] methyl } sulfenyl) methyl] phenyl }- 3-methoxy propyl-2-e pioic acid methyl ester, (3.31) N-(3-ethyl-3,5,5-trimethylcyclohexyl)-3-(Formylamino)-2-hydroxyl Yl-benzamide, (3.32) 2-{2-[(2,5-dimethyl phenoxy) methyl] phenyl }-2-methoxy N-methylacetamide.
(4) mitosis and cell division inhibitor, such as (4.1) benomyl (benomyl), (4.2) carbendazim (carbendazim), (4.3) benzene imidazoles bacterium (chlorfenazole), (4.4) diethofencarb (diethofencarb), (4.5) thiophene Azoles bacterium amine (ethaboxam), (4.6) fluopicolide (fluopicolid), (4.7) furidazol (fuberidazole), (4.8) Pencycuron (pencycuron), (4.9) thiabendazole (thiabendazole), (4.10) thiophanate-methyl (thiophanate- Methyl), (4.11) thiophanate (thiophanate), (4.12) zoxamide (zoxamide), (4.13) 5-chloro-7-(4-first Phenylpiperidines-1-base)-6-(2,4,6-trifluorophenyl) [1,2,4] triazol [1,5-a] pyrimidine and (4.14) 3-chloro-5-(6-chlorine pyrrole Pyridine-3-base)-6-methyl-4-(2,4,6-trifluorophenyl) pyridazine.
(5) there is the compound of many site activity, such as, (5.1) Bordeaux mixture, (5.2) difoltan (captafol), (5.3) captan (captan), (5.4) Bravo (chlorothalonil), (5.5) copper agent such as hydrogen-oxygen Change copper, (5.6) copper naphthenate, (5.7) copper oxide, (5.8) COPPER OXYCHLORIDE 37,5 (copper oxychloride), (5.9) copper sulfate, (5.10) dichlofluanid (dichlofluanid), (5.11) dithianon (dithianon), (5.12) dodine (dodine), (5.13) dodine free alkali (dodine free base), (5.14) ferric dimethyldithiocarbamate (ferbam), (5.15) fluorine folpet (fluorfolpet), (5.16) folpet (folpet), the pungent salt of (5.17) biguanide (guazatine), the acid of (5.18) biguanide Flos Magnoliae Salt (guazatine acetate), (5.19) iminoctadine (iminoctadine), (5.20) biguanide octyl benzene sulfonate (iminoctadine albesilate), (5.21) iminoctadine triacetate (iminoctadine triacetate), (5.22) mancopper (mancopper), (5.23) Mancozeb (mancozeb), (5.24) maneb (maneb), (5.25) Carbatene (metiram), (5.26) Carbatene zinc (zinc metiram), (5.27) copper 8-hydroxyquinolinate (copper-oxine), (5.28) propamidine (propamidine), (5.29) Propineb (propineb), (5.30) sulfur and sulfur goods, such as, vulcanize more Calcium, (5.31) thiram (thiram), (5.32) tolyfluanid (tolylfluanid), (5.33) zineb (zineb), (5.34) ziram (ziram) and (5.35) anilazine (anilazine).
(6) Plant elicitors (Resistance inducers), such as (6.1) diazosulfide (acibenzolar-S- Methyl), (6.2) isotianil (isotianil), (6.3) probenazole (probenazole), (6.4) tiadinil And (6.5) laminarin (laminarin) (tiadinil).
(7) amino acid and protein biosynthesis inhibitor, such as (7.1), (7.2) blasticidin S-S (blasticidin-S), (7.3) cyprodinil (cyprodinil), (7.4) kasugarnycin (kasugamycin), (7.5) spring Thunder mycin hydrochloride hydrate (kasugamycin hydrochloride hydrate), (7.6) mepanipyrim (mepanipyrim), (7.7) pyrimethanil (pyrimethanil), (7.8) 3-(5-fluoro-3,3,4,4-tetramethyl-3,4-dihydro Isoquinolyl-1) quinoline and (7.9) oxytetracycline (oxytetracycline) and (7.10) streptomycin (streptomycin)。
(8) ATP produces inhibitor, such as, (8.1) fentin acetate (fentin acetate), (8.2) triphenyl chlorine Change stannum (fentin chloride), (8.3) fentin hydroxide (fentin hydroxide) and (8.4) Silthiopham (silthiofam)。
(9) Cell wall synthesis inhibitor, such as (9.1) benzene metsulfovax (benthiavalicarb), (9.2) dimethomorph (dimethomorph), (9.3) flumorph (flumorph), (9.4) iprovalicarb (iprovalicarb), (9.5) double alkynes acyl Bacterium amine (mandipropamid), (9.6) polyoxin (polyoxins), (9.7) Polyoxin (polyoxorim), (9.8) Validacin (Takeda) (validamycin A), (9.9) downy mildew go out (valifenalate) and (9.10) polyoxin B (polyoxin B)。
(10) lipid and film synthetic inhibitor, such as (10.1) biphenyl, (10.2) chloroanisole (chloroneb), (10.3) botran (dicloran), (10.4) edifenphos (edifenphos), (10.5) Grandox fumigant (etridiazole), (10.6) iodo propinyl butyl methylamine acid esters (iodocarb), (10.7) iprobenfos (iprobenfos), (10.8) rice blast Spirit (isoprothiolane), (10.9) Propamocarb (propamocarb), (10.10) propamocarb (propamocarb Hydrochloride), (10.11) prothiocarb (prothiocarb), (10.12) pyrazophos (pyrazophos), (10.13) five Chlorine nitre benzene (quintozene), (10.14) tecnazene (tecnazene) and (10.15) tolelofos-methyl (tolclofos- methyl)。
(11) melanin biosynthesis inhibitor, such as (11.1) ring propionyl bacterium amine (carpropamid), (11.2) double chlorine Zarilamid (diclocymet), (11.3) zarilamid (fenoxanil), (11.4) Rabcide (fthalide), (11.5) are coughed up Quinoline ketone (pyroquilon), (11.6) tricyclazole (tricyclazole) and (11.7) 2,2,2-trifluoroethyl 3-methyl isophthalic acid- [(4-methyl benzoyl) amino] butyl-2-yl } carbamate.
(12) nucleic acid synthetic inhibitor, such as (12.1) M 9834 (benalaxyl), (12.2) essence M 9834 (benalaxyl-M (kiralaxyl)), (12.3) bupirimate (bupirimate), (12.4) Ke Luozeer elder brother (clozylacon), (12.5) dimethirimol (dimethirimol), (12.6) ethirimol (ethirimol), (12.7) furan frost Spirit (furalaxyl), (12.8) hymexazol (hymexazole), (12.9) metalaxyl (metalaxyl), (12.10) efficiently frost Spirit (metalaxyl-M) (Metalaxyl-M (mefenoxam)), (12.11) fenfuram (ofurace), the spirit of (12.12) frost (oxadixyl), the acid of (12.13) quinoline (oxolinic acid) and (12.14) octhilinone (octhilinone).
(13) signal transduction inhibitor, such as (13.1) chlozolinate (chlozolinate), (13.2) fenpiclonil (fenpiclonil), (13.3) CGA-173506 (fludioxonil), (13.4) RP-26019 (iprodione), (13.5) procymidone (procymidone), (13.6) quinoxyfen (quinoxyfen), (13.7) vinclozolin (vinclozolin) and (13.8) Third oxygen quinoline (proquinazid).
(14) uncoupling agents, such as (14.1) binapacryl (binapacryl), (14.2) CR-1639 (dinocap), (14.3) ferimzone (ferimzone), (14.4) fluazinam (fluazinam) and (14.5) disappear demodicid mite many (meptyldinocap).
(15) other compounds, such as (15.1) benzene thiophene clear (benthiazole), (15.2) piperazine (bethoxazin), (15.3) capsimycin (capsimycin), (15.4) carvone (carvone), (15.5) chinomethionat (quinomethionate), (15.6) methoxy benzene pyridine bacterium (pyriofenone) (chlorine sweet smell ketone (chlazafenone)), (15.7) Cufraneb (cufraneb), (15.8) cyflufenamid (cyflufenamid), (15.9) cymoxanil (cymoxanil), (15.10) Boscalid (cyprosulfamide), (15.11) dazomet (dazomet), (15.12) debacarb (debacarb), (15.13) Dichlorophen (dichlorophen), (15.14) diclomezine (diclomezine), (15.15) difenzoquat (difenzoquat), (15.16) difenzoquat methylsulfuric acid ester (difenzoquat metilsulphate), (15.17) diphenylamines (diphenylamine), (15.18) EcoMate, (15.19) amine benzene pyrrole bacterium ketone (fenpyrazamine), (15.20) fluorine acyl bacterium Amine (flumetover), (15.21) fluoromide (fluorimid), (15.22) flusulfamide (flusulfamide), (15.23) fluorine probenazole (flutianil), (15.24) phosethyl-Al (fosetyl-aluminium), (15.25) triethylphosphine Acid calcium (fosetyl-calcium), (15.26) triethylphosphine acid sodium (fosetyl-sodium), (15.27) Perchlorobenzene (hexachlorobenzene), (15.28) people's metamycin (irumamycin), (15.29) methasulfocarb (methasulfocarb), (15.30) methyl mustard oil (methyl isothiocyanate), (15.31) metrafenone (metrafenone), (15.32) midolthromycin (mildiomycin), (15.33) natamycin (natamycin), (15.34) Sankel (nickel dimethyldithiocarbamate), (15.35) nitrothalisopropyl (nitrothal-isopropyl), (15.36) octhilinone (octhilinone), (15.37) AUX not Cabbeen (oxamocarb), (15.38) OxyContin (oxyfenthiin), (15.39) pentachlorophenol (pentachlorophenol) and salt, (15.40) phenothrin (phenothrin), (15.41) phosphoric acid and salt thereof, (15.42) Propamocarb ethyl phosphine hydrochlorate (propamocarb-fosetylate), (15.43) the pungent sodium of propane (propanosine-sodium), (15.44) pyrimorph (pyrimorph), (15.45) (2E)-3- (4-tert-butyl-phenyl)-3-(2-chloropyridine-4-base)-1-(morpholine-4-base) acrylate-2-alkene-1-ketone, (15.46) (2Z)-3-(4- Tert-butyl-phenyl)-3-(2-chloropyridine-4-base)-1-(morpholine-4-base) acrylate-2-alkene-1-ketone, (15.47) pyrrolnitrin (pyrrolnitrin), (15.48) isobutyl ethoxyquin (tebufloquin), (15.49) tecloftalam (tecloftalam), (15.50) first flusulfamide (tolnifanide), (15.51) triazoxide (triazoxide), (15.52) trichlamide (trichlamide), (15.53) zarilamid (zarilamid), (15.54) (3S, 6S, 7R, 8R)-8-benzyl-3-[({ 3- [(isobutyryl epoxide) methoxyl group]-4-methoxypyridine-2-base } carbonyl) amino]-6-methyl-4,9-dioxo-1,5-dioxy Nonyl-7-base 2 Methylpropionic acid ester, (15.55) 1-(4-{4-[(5R)-5-(2,6-difluorophenyl)-4,5-dihydro-1,2-azoles- 3-yl]-1,3-thiazol-2-yl } piperidin-1-yl)-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl] ethyl ketone, (15.56) 1-(4-{4-[(5S)-5-(2,6-difluorophenyl)-4,5-dihydro-1,2-azoles-3-base]-1,3-thiazol-2-yl } Piperidin-1-yl)-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl] ethyl ketone, (15.57) 1-(4-{4-[5-(2,6-bis- Fluorophenyl)-4,5-dihydro-1,2-azoles-3-base]-1,3-thiazol-2-yl } piperidin-1-yl)-2-[5-methyl-3-(fluoroform Base)-1H-pyrazol-1-yl] ethyl ketone, (15.58) 1-(4-methoxyphenoxy)-3,3-dimethyl butyrate-2-base 1H-imidazoles-1-carboxylic Acid esters, (15.59) 2,3,5,6-tetra-chloro-4-(methyl sulphonyl) pyridine, (15.60) 2,3-dibutyl-6-chlorothiophene also [2,3- D] pyrimidine-4 (3H)-one, (15.61) 2,6-dimethyl-1H, 5H-[1,4] two thiophene English also [2,3-c:5,6-c'] two pyrroles-1, 3,5,7 (2H, 6H)-tetrones, (15.62) 2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]-1-(4-{4-[(5R)- 5-phenyl-4,5-dihydro-1,2-azoles-3-base]-1,3-thiazol-2-yl piperidin-1-yl) ethyl ketone, (15.63) 2-[5-methyl- 3-(trifluoromethyl)-1H-pyrazol-1-yl]-1-(4-{4-[(5S)-5-phenyl-4,5-dihydro-1,2-azoles-3-base]-1,3- Thiazol-2-yl } piperidin-1-yl) ethyl ketone, (15.64) 2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]-1-{4-[4- (5-phenyl-4,5-dihydro-1,2-azoles-3-base)-1,3-thiazol-2-yl] piperidin-1-yl ethyl ketone, (15.65) 2-butoxy- 6-iodo-3-propyl group-4H-benzopyran-4-one, the chloro-5-of (15.66) 2-[the chloro-1-of 2-(2,6-bis-fluoro-4-methoxyphenyl)-4- Methyl isophthalic acid H-imidazoles-5-base] pyridine, (15.67) 2-phenylphenol and salt, (15.68) 3-(4,4,5-tri-fluoro-3,3-dimethyl- 3,4-dihydro-isoquinoline-1-base) quinoline, (15.69) 3,4,5-trichloropyridine-2,6-dimethoxy nitrile, (15.70) 3-chloro-5-(4-chlorine Phenyl)-4-(2,6-difluorophenyl)-6-methyl pyridazine, (15.71) 4-(4-chlorphenyl)-5-(2,6-difluorophenyl)-3,6-two Methyl pyridazine, (15.72) 5-amino-1,3,4-thiadiazoles-2-mercaptan, (15.73) 5-chloro-N'-phenyl-N'-(acrylate-2-alkynes-1- Base) thiophene-2-sulfohydrazide, the fluoro-2-of (15.74) 5-[(4-luorobenzyl) epoxide] pyrimidine-4-amine, (15.75) 5-fluoro-2-[(4-first Base benzyl) epoxide] pyrimidine-4-amine, (15.76) 5-methyl-6-octyl group [1,2,4] triazol [1,5-a] pyrimidine-7-amine, (15.77) (2Z)-3-amino-2-cyano group-3-ethyl phenylacrylate, (15.78) N'-(4-{ [3-(4-chlorobenzyl)-1,2,4- Thiadiazoles-5-base] epoxide-2,5-3,5-dimethylphenyl)-N-ethyl-N-methyl imide Methanamide, (15.79) N-(4-chlorine Benzyl)-3-[3-methoxyl group-4-(acrylate-2-alkynes-1-base epoxide) phenyl] propionic acid amide., (15.80) N-[(4-chlorphenyl) (cyano group) Methyl]-3-[3-methoxyl group-4-(acrylate-2-alkynes-1-base epoxide) phenyl] propionic acid amide., (15.81) N-[(5-bromo-3-chloropyridine-2- Base) methyl]-2,4-two chloro-nicotinamide, (15.82) N-[1-(5-bromo-3-chloropyridine-2-base) ethyl]-2,4-two chloro-nicotinamide, (15.83) N-[1-(5-bromo-3-chloropyridine-2-base) ethyl]-2-fluoro-4-iodine nicotiamide, (15.84) N-{ (E)-[(cyclopropyl Methoxyl group) imino group] [6-(difluoro-methoxy)-2,3-difluorophenyl] methyl-2-phenyl-acetamides, (15.85) N-{ (Z)- [(cyclo propyl methoxy) imino group] [6-(difluoro-methoxy)-2,3-difluorophenyl] methyl }-2-phenyl-acetamides, (15.86) N'-{4-[(the 3-tert-butyl group-4-cyano group-1,2-thiazole-5-base) epoxide]-2-chloro-5-aminomethyl phenyl }-N-ethyl-N-methyl acyl Imido grpup Methanamide, (15.87) N-methyl-2-(1-{ [5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl] acetyl group } piperazine Pyridine-4-base)-N-(1,2,3,4-naphthane-1-base)-1,3-thiazole-4-carboxamide, (15.88) N-methyl-2-(1-{ [5-first Base-3-(trifluoromethyl)-1H-pyrazol-1-yl] acetyl group } piperidin-4-yl)-N-[(1R)-1,2,3,4-naphthane-1-base]- 1,3-thiazole-4-carboxamide, (15.89) N-methyl-2-(1-{ [5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl] acetyl Base } piperidin-4-yl)-N-[(1S)-1,2,3,4-naphthane-1-base]-1,3-thiazole-4-carboxamide, (15.90) { 6- [({ [(1-methyl isophthalic acid H-tetrazolium-5-base) (phenyl) methylene] amino } epoxide) methyl] pyridine-2-base } amyl carbamate, (15.91) phenazine-1-carboxylic acid, (15.92) quinoline-8-alcohol, (15.93) quinoline-8-alcohol sulfuric ester (2:1), (15.94) { 6- [({ [(1-methyl isophthalic acid H-tetrazolium-5-base) (phenyl) methylene] amino } epoxide) methyl] pyridine-2-base } the tertiary fourth of carbamic acid Ester, (15.95) 1-methyl-3-(trifluoromethyl)-N-[2'-(trifluoromethyl) biphenyl-2-base]-1H-pyrazole-4-carboxamide, (15.96) N-(4'-chlordiphenyl-2-base)-3-(difluoromethyl)-1-methyl isophthalic acid H-pyrazole-4-carboxamide, (15.97) N-(2', 4'-DCBP-2-base)-3-(difluoromethyl)-1-methyl isophthalic acid H-pyrazole-4-carboxamide, (15.98) 3-(difluoromethyl)-1- Methyl-N-[4'-(trifluoromethyl) biphenyl-2-base]-1H-pyrazole-4-carboxamide, (15.99) N-(2', 5'-DfBP-2- Base)-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxamide, (15.100) 3-(difluoromethyl)-1-methyl-N-[4'- (acrylate-1-alkynes-1-base) biphenyl-2-base]-1H-pyrazole-4-carboxamide, (15.101) 5-fluoro-1,3-dimethyl-N-[4'-(acrylate- 1-alkynes-1-base) biphenyl-2-base]-1H-pyrazole-4-carboxamide, the chloro-N-of (15.102) 2-[4'-(acrylate-1-alkynes-1-base) biphenyl- 2-yl] nicotiamide, (15.103) 3-(difluoromethyl)-N-[4'-(3,3-dimethyl butyrate-1-alkynes-1-base) biphenyl-2-base]-1- Methyl isophthalic acid H-pyrazole-4-carboxamide, (15.104) N-[4'-(3,3-dimethyl butyrate-1-alkynes-1-base) biphenyl-2-base]-5-are fluoro- 1,3-dimethyl-1H-pyrazole-4-carboxamide, (15.105) 3-(difluoromethyl)-N-(4'-acetenyl biphenyl-2-base)-1-first Base-1H-pyrazole-4-carboxamide, (15.106) N-(4'-acetenyl biphenyl-2-base)-5-fluoro-1,3-dimethyl-1H-pyrazoles-4- Methanamide, the chloro-N-of (15.107) 2-(4'-acetenyl biphenyl-2-base) nicotiamide, (15.108) 2-chloro-N-[4'-(3,3-diformazan Base butyl-1-alkynes-1-base) biphenyl-2-base] nicotiamide, (15.109) 4-(difluoromethyl)-2-methyl-N-[4'-(trifluoromethyl) Biphenyl-2-base]-1,3-thiazole-5-Methanamide, the fluoro-N-of (15.110) 5-[4'-(3-hydroxy-3-methyl butyl-1-alkynes-1-base) join Benzene-2-base]-1,3-dimethyl-1H-pyrazole-4-carboxamide, the chloro-N-of (15.111) 2-[4'-(3-hydroxy-3-methyl butyl-1- Alkynes-1-base) biphenyl-2-base] nicotiamide, (15.112) 3-(difluoromethyl)-N-[4'-(3-methoxyl group-3-methyl butyl-1-alkynes- 1-yl) biphenyl-2-base]-1-methyl isophthalic acid H-pyrazole-4-carboxamide, the fluoro-N-of (15.113) 5-[4'-(3-methoxyl group-3-methyl Butyl-1-alkynes-1-base) biphenyl-2-base]-1,3-dimethyl-1H-pyrazole-4-carboxamide, (15.114) 2-chloro-N-[4'-(3-first Epoxide-3-methyl butyl-1-alkynes-1-base) biphenyl-2-base] nicotiamide, (15.115) (5-bromo-2-methoxyl group-4-picoline-3- Base) (2,3,4-trimethoxy-6-aminomethyl phenyl) ketone, (15.116) N-[2-(4-{ [3-(4-chlorphenyl) acrylate-2-alkynes-1- Base] epoxide-3-methoxyphenyl) ethyl]-N2-(methyl sulphonyl) valine amide, (15.117) 4-oxo-4-[(2-phenyl Ethyl) amino] butanoic acid, (15.118) { 6-[({ [(Z)-(1-methyl isophthalic acid H-tetrazolium-5-base) (phenyl) methylene] amino } oxygen Base) methyl] pyridine-2-base } carbamic acid butyl-3-alkynes-1-base ester, (15.119) 4-amino-5-fluorine pyrimidine-2-alcohol (makes a variation mutually Configuration formula: 4-amino-5-fluorine pyrimidine-2 (1H)-one), (15.120) Propylgallate, (15.121) 1,3- Dimethyl-N-(1,1,3-trimethyl-2,3-dihydro-1H-indenes-4-base)-1H-pyrazole-4-carboxamide, (15.122) 1,3-diformazan Base-N-[(3R)-1,1,3-trimethyl-2,3-dihydro-1H-indenes-4-base]-1H-pyrazole-4-carboxamide, (15.123) 1,3-bis- Methyl-N-[(3S)-1,1,3-trimethyl-2,3-dihydro-1H-indenes-4-base]-1H-pyrazole-4-carboxamide, (15.124) [3- (4-chloro-2-fluorophenyl)-5-(2,4 difluorobenzene base)-1,2-azoles-4-base] (pyridin-3-yl) methanol, (15.125) (S)- [3-(4-chloro-2-fluorophenyl)-5-(2,4 difluorobenzene base)-1,2-azoles-4-base] (pyridin-3-yl) methanol, (15.126) (R)-[3-(4-chloro-2-fluorophenyl)-5-(2,4 difluorobenzene base)-1,2-azoles-4-base] (pyridin-3-yl) methanol, (15.127) 2-{ [3-(2-chlorphenyl)-2-(2,4 difluorobenzene base) oxirane-2-base] methyl }-2,4-dihydro-3H-1,2, 4-triazole-3-thioketone, (15.128) 1-{ [3-(2-chlorphenyl)-2-(2,4 difluorobenzene base) oxirane-2-base] methyl }- 1H-1,2,4-triazole-5-base sulfocyanic ester, (15.129) 5-(pi-allyl sulfenyl)-1-{ [3-(2-chlorphenyl)-2-(2,4-bis- Fluorophenyl) oxirane-2-base] methyl-1H-1,2,4-triazole, (15.130) 2-[1-(2,4 dichloro benzene base)-5-hydroxyl- 2,6,6-trimethyl hept-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thioketone, (15.131) 2-{ [rel (2R, 3S)-3- (2-chlorphenyl)-2-(2,4 difluorobenzene base) oxirane-2-base] methyl }-2,4-dihydro-3H-1,2,4-triazole-3-thioketone, (15.132) 2-{ [rel (2R, 3R)-3-(2-chlorphenyl)-2-(2,4 difluorobenzene base) oxirane-2-base] methyl }-2,4- Dihydro-3H-1,2,4-triazole-3-thioketone, (15.133) 1-{ [rel (2R, 3S)-3-(2-chlorphenyl)-2-(2,4 difluorobenzene Base) oxirane-2-base] methyl-1H-1,2,4-triazole-5-base sulfocyanic ester, (15.134) 1-{ [rel (2R, 3R)-3- (2-chlorphenyl)-2-(2,4 difluorobenzene base) oxirane-2-base] methyl }-1H-1,2,4-triazole-5-base sulfocyanic ester, (15.135) 5-(pi-allyl sulfenyl)-1-{ [rel (2R, 3S)-3-(2-chlorphenyl)-2-(2,4 difluorobenzene base) oxirane- 2-yl] methyl-1H-1,2,4-triazole, (15.136) 5-(pi-allyl sulfenyl)-1-{ [rel (2R, 3R)-3-(2-chlorphenyl)- 2-(2,4 difluorobenzene base) oxirane-2-base] methyl-1H-1,2,4-triazole, (15.137) 2-[(2S, 4S, 5S)-1-(2, 4-Dichlorobenzene base)-5-hydroxyl-2,6,6-trimethyl hept-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thioketone, (15.138) 2-[(2R, 4S, 5S)-1-(2,4 dichloro benzene base)-5-hydroxyl-2,6,6-trimethyl hept-4-yl]-2,4-dihydro- 3H-1,2,4-triazole-3-thioketone, (15.139) 2-[(2R, 4R, 5R)-1-(2,4 dichloro benzene base)-5-hydroxyl-2,6,6-front three Base hept-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thioketone, (15.140) 2-[(2S, 4R, 5R)-1-(2,4 dichloro benzene Base)-5-hydroxyl-2,6,6-trimethyl hept-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thioketone, (15.141) 2-[(2S, 4S, 5R)-1-(2,4 dichloro benzene base)-5-hydroxyl-2,6,6-trimethyl hept-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3- Thioketone, (15.142) 2-[(2R, 4S, 5R)-1-(2,4 dichloro benzene base)-5-hydroxyl-2,6,6-trimethyl hept-4-yl]-2,4- Dihydro-3H-1,2,4-triazole-3-thioketone, (15.143) 2-[(2R, 4R, 5S)-1-(2,4 dichloro benzene base)-5-hydroxyl-2,6, 6-trimethyl hept-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thioketone, (15.144) 2-[(2S, 4R, 5S)-1-(2,4- Dichlorobenzene base)-5-hydroxyl-2,6,6-trimethyl hept-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thioketone, (15.145) 2-fluoro-6-(trifluoromethyl)-N-(1,1,3-trimethyl-2,3-dihydro-1H-indenes-4-base) Benzoylamide, (15.146) 2-(6- Benzyl pyridine-2-base) quinazoline, (15.147) 2-[6-(3-fluoro-4-methoxyphenyl)-5-picoline-2-base] quinazoline, (15.148) 3-(4,4-bis-fluoro-3,3-dimethyl-3,4-dihydro-isoquinoline-1-base) quinoline, (15.149) abscisic acid, (15.150) 3-(difluoromethyl)-N-methoxyl group-1-methyl-N-[1-(2,4,6-trichlorophenyl) acrylate-2-yl]-1H-pyrazoles-4- Methanamide, (15.151) N'-[the bromo-6-of 5-(2,3-dihydro-1H-indenes-2-base epoxide)-2-picoline-3-base]-N-ethyl- N-methyl imide base Methanamide, the bromo-6-of (15.152) N'-{5-[1-(3,5-difluorophenyl) ethyoxyl]-2-picoline- 3-yl }-N-ethyl-N-methyl imide Methanamide, the bromo-6-of (15.153) N'-{5-[(1R)-1-(3,5-difluorophenyl) second Epoxide]-2-picoline-3-base-N-ethyl-N-methyl imide Methanamide, the bromo-6-of (15.154) N'-{5-[(1S)- 1-(3,5-difluorophenyl) ethyoxyl]-2-picoline-3-base-N-ethyl-N-methyl imide Methanamide, (15.155) The bromo-6-of N'-{5-[(cis-4-isopropylcyclohexyl) epoxide]-2-picoline-3-base }-N-ethyl-N-methyl imide Methanamide, the bromo-6-of (15.156) N'-{5-[(trans-4-isopropylcyclohexyl) epoxide]-2-picoline-3-base }-N-second Base-N-methyl imide base Methanamide, the fluoro-N-of (15.157) N-cyclopropyl-3-(difluoromethyl)-5-(2-isopropyl benzyl)- 1-methyl isophthalic acid H-pyrazole-4-carboxamide, (15.158) N-cyclopropyl-N-(2-cyclopropyl benzyl)-3-(difluoromethyl)-5-are fluoro- 1-methyl isophthalic acid H-pyrazole-4-carboxamide, (15.159) N-(2-t-butylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-are fluoro- 1-methyl isophthalic acid H-pyrazole-4-carboxamide, (15.160) N-(5-chloro-2-Ethylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5- Fluoro-1-methyl isophthalic acid H-pyrazole-4-carboxamide, (15.161) N-(5-chloro-2-isopropyl benzyl)-N-cyclopropyl-3-(difluoro first Base)-5-fluoro-1-methyl isophthalic acid H-pyrazole-4-carboxamide, (15.162) N-cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-5-fluorine Benzyl)-5-fluoro-1-methyl isophthalic acid H-pyrazole-4-carboxamide, (15.163) N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(5- Fluoro-2-isopropyl benzyl)-1-methyl isophthalic acid H-pyrazole-4-carboxamide, (15.164) N-cyclopropyl-N-(2-cyclopropyl-5-fluorine benzyl Base)-3-(difluoromethyl)-5-fluoro-1-methyl isophthalic acid H-pyrazole-4-carboxamide, (15.165) N-(2-cyclopenta-5-luorobenzyl)- N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl isophthalic acid H-pyrazole-4-carboxamide, (15.166) N-cyclopropyl-3-(difluoro first Base) the fluoro-N-of-5-(2-fluoro-6-isopropyl benzyl)-1-methyl isophthalic acid H-pyrazole-4-carboxamide, (15.167) N-cyclopropyl-3-(two Methyl fluoride)-N-(2-ethyl-5-methyl-benzyl)-5-fluoro-1-methyl isophthalic acid H-pyrazole-4-carboxamide, (15.168) N-cyclopropyl- The fluoro-N-of 3-(difluoromethyl)-5-(2-isopropyl-5-methyl-benzyl)-1-methyl isophthalic acid H-pyrazole-4-carboxamide, (15.169) N- Cyclopropyl-N-(2-cyclopropyl-5-methyl-benzyl)-3-(difluoromethyl)-5-fluoro-1-methyl isophthalic acid H-pyrazole-4-carboxamide, (15.170) N-(the 2-tert-butyl group-5-methyl-benzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl isophthalic acid H-pyrazoles-4- Methanamide, (15.171) N-[5-chloro-2-(trifluoromethyl) benzyl]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl- 1H-pyrazole-4-carboxamide, (15.172) N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-N-[5-methyl-2-(trifluoro Methyl) benzyl]-1H-pyrazole-4-carboxamide, (15.173) N-[2-chloro-6-(trifluoromethyl) benzyl]-N-cyclopropyl-3-(two Methyl fluoride)-5-fluoro-1-methyl isophthalic acid H-pyrazole-4-carboxamide, (15.174) N-[the chloro-2-of 3-fluoro-6-(trifluoromethyl) benzyl]- N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl isophthalic acid H-pyrazole-4-carboxamide, (15.175) N-cyclopropyl-3-(difluoro first Base)-N-(2-ethyl-4,5-dimethyl benzyl)-5-fluoro-1-methyl isophthalic acid H-pyrazole-4-carboxamide, (15.176) N-cyclopropyl- 3-(difluoromethyl)-5-fluoro-N-(2-isopropyl benzyl)-1-methyl isophthalic acid H-pyrazoles-4-thioformamide, (15.177) 3-(two Methyl fluoride)-N-(7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-indenes-4-base)-1-methyl isophthalic acid H-pyrazole-4-carboxamide, (15.178) 3-(difluoromethyl)-N-[(3R)-7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-indenes-4-base]-1-methyl- 1H-pyrazole-4-carboxamide, (15.179) 3-(difluoromethyl)-N-[(3S)-7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H- Indenes-4-base]-1-methyl isophthalic acid H-pyrazole-4-carboxamide, (15.180) N'-(2,5-dimethyl-4-Phenoxyphenyl)-N-ethyl- N-methyl imide base Methanamide, (15.181) N'-{4-[(4,5-bis-chloro-1,3-thiazol-2-yl) epoxide]-2,5-dimethyl Phenyl }-N-ethyl-N-methyl imide Methanamide, (15.182) N-(4-chloro-2,6-difluorophenyl)-4-(2-chloro-4-fluorine Phenyl)-1,3-dimethyl-1H-pyrazoles-5-amine.As the case may be, all blending constituents that (1) to (15) apoplexy due to endogenous wind is mentioned can Salt is formed, as long as they can form salt based on its functional group with suitable alkali or acid.
Biological pesticide is as blending ingredients
The compound of formula (I) can be combined with biological pesticide.
Biological pesticide especially includes antibacterial, fungus, yeast, plant extract and the product formed by microorganism, including egg White matter and secondary metabolite.
Biological pesticide includes antibacterial, as formed the antibacterial of spore, root colonization antibacterial and playing bioinsecticidal agent, antifungal Agent or the antibacterial of nematicide effect.
The example of this bacterioid being used as or can be used as biological pesticide is:
Bacillus amyloliquefaciens (Bacillus amyloliquefaciens), bacterial strain FZB42 (DSM231179), or wax Shape bacillus cereus (Bacillus cereus), particularly Bacillus cereus strain CNCM I-1562 or bacillus firmus, Bacterial strain I-1582 (accession number (Accession Number) CNCM I-1582) or Bacillus pumilus (Bacillus Pumilus), particularly bacterial strain GB34 (accession number ATCC 700814) and bacterial strain QST2808 (accession number NRRL B-30087), Or bacillus subtilis (Bacillus subtilis), particularly bacterial strain GB03 (registration number ATCC SD-1397) or hay bud Spore bacillus strain QST713 (accession number NRRL B-21661) or bacillus subtilis strain OST 30002 (accession number NRRL B- 50421), bacillus thuringiensis (Bacillus thuringiensis), particularly bacillus thuringiensis subsp israelensis (serotype H-14), strains A M65-52 (accession number ATCC 1276), or thuringiensis Aizawa subspecies, particularly bacterial strain ABTS-1857 (SD-1372), or B. thuringiensis sp. strain HD-1, or bacillus thuringiensis plan Walking first sp. strain NB 176 (SD-5428), punctures bacillus cereus (Pasteuria penetrans), pasteurellaceae bud bacterium Belong to kind of (Pasteuria spp.) (kidney shape nematicide (Rotylenchulus reniformis nematode))-PR3 (accession number ATCC SD-5834), streptomyces microflavus (Streptomyces microflavus) strains A Q6121 (=QRD 31.013, NRRL B-50550), cadmium yellow streptomycete (Streptomyces galbus) strains A Q 6047 (accession number NRRL 30232).
The example of the fungus and yeast that are used as or can be used as biological pesticide is:
Beauveria bassiana (Beauveria bassiana), particularly strains A TCC 74040；Shield shell is mould (Coniothyrium minitans), particularly bacterial strain CON/M/91-8 (accession number DSM-9660)；Lecanium Pseudomonas kind (Lecanicillium spp.), particularly bacterial strain HRO LEC12；Verticillium lecanii (Lecanicillium lecanii), (being formerly referred to as Verticillium lecanii), particularly bacterial strain KV01；Green muscardine fungus (Metarhizium anisopliae), Particularly bacterial strain F52 (DSM3884/ATCC 90448)；The strange yeast of drupe prunus mume (sieb.) sieb.et zucc. (Metschnikowia fructicola), special It not bacterial strain NRRL Y-30752；Paecilomyces fumosoroseus (Paecilomyces fumosoroseus) (is now: Isaria Fumosorosea), particularly bacterial strain IFPC 200613 or strains A popka97 (accession number ATCC 20874)；Lavender intends green grass or young crops Mould (Paecilomyces lilacinus), particularly paecilomyces lilacinus bacterial strain 251 (AGAL 89/030550)；Tarlaromyces flavus (Talaromyces flavus), particularly bacterial strain V117b；Trichoderma atroviride (Trichoderma atroviride), particularly Bacterial strain SC1 (accession number CBS 122089)；Trichoderma harzianum (Trichoderma harzianum), particularly Trichoderma harzianum rifai T39 (accession number CNCM I-952).
The example of the virus being used as or can be used as biological pesticide is:
Adoxophyes moth (Adoxophyes orana) (fruit leaf roller in summer (summer fruit tortrix)) Plastochondria virus (GV), carpocapsa pononella (Cydia pomonella (codling moth)) PuGV (GV), bollworm (Helicoverpa armigera (cotton bollworm)) nuclear polyhedrosis virus (NPV), beet armyworm Noctuid (Spodoptera frugiperda (fall is coveted on (Spodoptera exigua (beet armyworm)) mNPV, meadow Armyworm)) mNPV, sea spodoptera (Spodoptera littoralis (Africa leafworm (African cotton leafworm)))NPV。
Also include adding plant or plant parts or plant organ as " inoculation bacterium " and promoting by its special character Enter plant growing and the antibacterial of plant health and fungus.Example includes:
Agrobacterium kind (Agrobacterium spp.)；Azorhizobium caulinadans (Azorhizobium caulinodans)；Azospirillum kind (Azospirillum spp.), azotobacter kind (Azotobacter spp.)；Short Rhizobium kind (Bradyrhizobium spp.)；Bai Huoerde Bacillus kind (Burkholderia spp.), particularly ocean Herba Alii fistulosi Bai Huoerde bacillus (Burkholderia cepacia) (is formerly referred to as Pseudomonas cepacia (Pseudomonas cepacia))；Gigaspora kind (Gigaspora spp.), or the huge sporangiocyst of monospore mould (Gigaspora monosporum)； Paraglomus kind (Glomus spp.)；Wax mushroom belongs to kind of (a Laccaria spp.)；Lactobacillus buchneri (Lactobacillus buchneri)；Paraglomus kind (Paraglomus spp.)；Pisolithus tinctorus；Rhodopseudomonas kind (Pseudomonas spp.)；Rhizobium kind (Rhizobium spp.), especially clover rhizobia (Rhizobium trifolii)；Must Hymenogaster kind (Rhizopogon spp.)；Scleroderma kind (Scleroderma spp.)；Milk cattle bacillus Belong to kind of (a Suillus spp.)；Streptomyces kind (Streptomyces spp.).
The plant extract and the product formed by microorganism that are used as or can be used as biological pesticide (include protein and secondary Metabolite) example be:
Bulbus Allii (Allium sativum)；Artemisia absinihium L (Artemisia absinthium)；Nimbin (azadirachtin)； Biokeeper WP；Cassia nigricans；Celastrus angulatus (Celastrus angulatus)；Chenopodium anthelminticum；Chitin (chitin)；Armour-Zen；Europe shield-fern (Dryopteris filix-mas)；Ask Chaste tree (Equisetum arvense)；Fortune Aza；Fungastop；Heads Up (quinoa saponin (Chenopodium Quinoa saponin) extract)；Pyrethrum/cinerins (Pyrethrins/Pyrethrins)；Ramulus Et Folium Picrasmae (Quassia amara)；Oak belongs to (Quercus)；Quillaia saponaria (Quillaja)；Regalia；“RequiemTMInsecticide "；Rotenone (rotenone)；Ryania (ryania)/orchid Buddhist nun's alkali (ryanodine)；Symphytum officinale (Symphytum officinale)；Tanacetum vulgare L (Tanacetum vulgare)；Thymol (thymol)；Triact 70；TriCon；Tropaeulum majus；Stinging nettle (Urtica dioica)；Jervine (Veratrin)；White Herba Visci (Viscum album)；Cruciferae (Brassicaceae) extract, especially Brassica campestris L powder or mustard meal.
Safener as blending ingredients
Formula (I) compound can be combined with safener, described safener such as benoxacor (benoxacor), cloquitocet_mexyl (cloquintocet (-mexyl)), cyometrinil (cyometrinil), cyclopropyl-sulfonylamide (cyprosulfamide), dichloro Allylamine (dichlormid), fenchlorazole (fenchlorazole (-ethyl)), fenclorim (fenclorim), solution grass amine (flurazole), fluxofenim (fluxofenim), fenchlorazole (furilazole), double benzene azoles acid (isoxadifen (- Ethyl)), mefenpyrdiethyl (mefenpyr (-diethyl)), naphthalic anhydride (naphthalic anhydride), solution grass Nitrile (oxabetrinil), 2-methoxyl group-N-({ 4-[(methylcarbamoyl) amino] phenyl } sulfonyl) Benzoylamide (CAS 129531-12-0), 4-(dichloro-acetyl)-1-oxa--4-azaspiro [4.5] decane (CAS 71526-07-3), 2,2,5-tri- Methyl-3-(dichloro-acetyl)-1,3-oxazolidine (CAS 52836-31-4).
Plant and plant parts
All of plant and plant parts can be processed according to the present invention.In this article, plant is understood to mean that all of planting Thing and plant population, that such as need and unwanted wild plant or crop plants (including naturally occurring crop plants), Such as grain (Semen Tritici aestivi, rice, black Semen Tritici aestivi, Fructus Hordei Vulgaris, rye (Secale cereale L.), Herba bromi japonici), corn and soybean, Rhizoma Solani tuber osi, Radix Betae, Caulis Sacchari sinensis, Fructus Lycopersici esculenti, Semen Pisi sativi With other vegetable varieties, Cotton Gossypii, Nicotiana tabacum L., Brassica campestris L and fruit plant (fruit is Fructus Mali pumilae, pears, citrus fruit and Fructus Vitis viniferae).Make Thing plant can be can be by conventional breeding and optimization method or by biotechnology and gene engineering research or by these methods Combination and the plant that obtains, including transgenic plant and include can by and the plant culture do not protected by plant breeder's rights Kind.Plant parts is understood to mean that the ground of plant and all sites of underground and organ, and such as bud, leaf, Hua Jigen, example is Leaf, needle, stem, dry, flower, sporophore, fruit and seed, Yi Jigen, tuber and rhizome.Plant parts also include gathering material, And asexual and case of propagation material, such as cutting, tuber, rhizome, sprout (slips) and seed.
Direct by conventional treatment method according to the process that plant and plant parts are carried out by present invention formula (I) compound Carry out or make described compound effects carry out in its environment, habitat or storage space, described conventional treatment method such as impregnates, Spraying, evaporation, atomizing (fogging), spread (scattering), smear, inject, and in the case of propagating materials, special In the case of being not seed, also can use one or more layers coating.
As mentioned above, all plants and position thereof can be processed according to the present invention.In preferred embodiments, open country is processed Raw plant species and plant cultivars, or by standard biologic breeding method as hybridize or protoplast fusion and obtaining, and Its position.In another preferred embodiment, process by gene engineering method if appropriate with conventional method phase In conjunction with and the transgenic plant that obtains and plant cultivars (organism of genetic modification) and position thereof.Term " position ", " position of plant " and " plant parts " are made explanations above.The most commercially available routine is processed according to specifically preferred according to the invention Plant in the plant of cultigen or use.Plant cultivars is understood to mean that by conventional breeding, mutation or recombinant DNA technology The plant with new features (" character ") obtained.These plants can be cultigen, mutation, biotype or genotype.
Transgenic plant, seed treatment and integration event
Wrap according to currently preferred pending transgenic plant or plant cultivars (being obtained by genetic engineering) Include to be received by genetic modification and particularly advantageous, useful character is given all of genetic material of these plants plant Thing.The example of these characteristics be more preferable plant growing, the toleration that high temperature or low temperature are improved, to arid or to water or soil Toleration, the performance of blooming of enhancing that salinity levels improves, make to gather easier, hasting of maturity, higher yield, make harvested material Quality higher and/or nutritive value is higher, make the storage life of harvested material longer and/or machinability is more preferable.These characteristics Other, the example emphasized especially be: due to the toxin such as formed in plant, especially by from Su Yun gold bud The genetic material of spore bacillus (such as by gene C ryIA (a), CryIA (b), CryIA (c), CryIIA, CryIIIA, CryIIIB2, Cry9c, Cry2Ab, Cry3Bb and CryIF, and combinations thereof) toxin that formed in plant and the plant improved To animal pest and the resistance of microbial pests, such as to insecticide, arachnid, nematicide, acarid, Limax and Limax Resistance；And such as pass through systemic acquired resistance (SAR), systemin, phytoalexin, elicitor (elicitor) and resist Property gene and protein and the toxin correspondingly expressed and the plants against plant pathomycete, antibacterial and/or the virus that cause carry High resistance；And plant is to some activity herbicidal constituents such as imidazolone, sulfonylureas, glyphosate or grass fourth phosphine (phosphinothricin) toleration (such as " PAT " gene) improved.The gene giving the required character discussed also may be used Transgenic plant exists in the way of be combineding with each other.The example of transgenic plant includes important crop plants, such as paddy Thing (Semen Tritici aestivi, rice, black Semen Tritici aestivi, Fructus Hordei Vulgaris, rye (Secale cereale L.), Herba bromi japonici), corn and soybean, Rhizoma Solani tuber osi, Radix Betae, Caulis Sacchari sinensis, Fructus Lycopersici esculenti, Semen Pisi sativi and its His vegetable variety, Cotton Gossypii, Nicotiana tabacum L., Brassica campestris L and fruit plant (fruit is Fructus Mali pumilae, pears, citrus fruit and Fructus Vitis viniferae), the most by force Adjust is corn and soybean, Semen Tritici aestivi, rice, Rhizoma Solani tuber osi, Cotton Gossypii, Caulis Sacchari sinensis, Nicotiana tabacum L. and Brassica campestris L.The character emphasized especially is that plant is to elder brother The resistance of the raising of worm, Aranea, nematicide and Limax and Limax.
Crop protection processing mode
Use formula (I) compound is directly to carry out or by acting on its environment, life the process of plant and plant parts Border or storage area and carry out, described process uses conventional treatment method, such as by impregnating, spray, be atomized, irrigate, steaming Send out, dusting, atomizing, broadcast sowing, foam, smear, sprawl (spreading-on), inject, water (being impregnated with), drip irrigation, and if It is to process propagating materials, particularly when be seed, the most in the form of a powder for the process, as a solution of dry seed Process for liquid seeds, the form with water-soluble powder, for the process of slurry, by becoming involucrum (incrusting), are passed through With one or more layers coatings etc..Further, it is also possible to by the mensuration compound using formula (I) of super-low capacity, or execute described It is injected in soil with form or formula (I) compound itself.
Directly processing of preferred plant is foliar spray use, will be applied to leaf by formula (I) compound, wherein should be according to being begged for The level that infects of the insect of opinion adjusts process frequency and rate of application.
In the case of systemic reactive compound, formula (I) compound also can arrive plant by root system.Therefore lead to Cross and make formula (I) compound effects in the habitat of plant to process plant.This can complete the most in the following manner: is impregnated with； It is mixed in soil or nutritional solution, it is intended that with position (the such as soil or water planting body of the liquid form dipped plants of formula (I) compound System)；Or soil application, it is intended that formula (I) compound of solid form (such as with the form of granule) is introduced to the position of plant Put.In the case of rice crop, this also can be by formula (I) chemical combination by solid administration forms (such as with the form of granule) (flooded) rice terrace that thing is dosed to flood completes.
Seed treatment
It is already known by process the seed of plant preventing and treating animal pest, and is the theme of sustained improvement.So And, seed treatment involves a series of problem that cannot solve in a satisfactory manner all the time.Therefore, it is desirable to be developed for protecting Protecting seed and the method for germination plant, described method is during the storage of plant, after planting or exempt or the most aobvious after emerging Write ground and reduce the extra applications of pesticide.Additionally, it is desirable to optimize the amount of the active component used, thus carry for seed and germination plant For best protection so that it is from the invasion and attack of animal pest, and the active component used is without compromising on plant itself.Especially, for The minimal amount of pesticide of use realizes seed and the best protection of germination plant, process the method for seed it is also contemplated that opposing or Tolerance insect transgenic plant intrinsic kill insecticide or nematicide characteristic.
Therefore, the present invention relates particularly to by protecting seed and germination to plant with one of formula (I) compound process seed Thing is from the method for pest attacks.The present invention for protecting seed and germination plant also to include this from the method for pest attacks Sample one method: wherein seed formula (I) compound and blending ingredients process in once-through operation simultaneously or sequentially process.It is also Including such a method: wherein seed formula (I) compound and blending ingredients processes at different time.
The invention still further relates to formula (I) compound be used for processing seed to protect seed and gained plant to invade from animal pest The purposes attacked.
The invention still further relates to the seed attacked against animal pest by formula (I) compound treatment.The invention still further relates to The seed simultaneously processed with formula (I) compound and blending ingredients.The invention still further relates to formula (I) compound and blending ingredients At the seed that different time processes.With formula (I) compound and blending ingredients in the case of the seed that different time processes, Single material can be present on seed with different layers.In the case, the layer comprising formula (I) compound and blending ingredients can be optional Ground is separated by intermediate layer.The invention still further relates to such seed: its Chinese style (I) compound and blending ingredients are as one of coating Point or as another layer in addition to coating or separately which floor and be applied.
The invention still further relates to such seed: after by formula (I) compound treatment, to its carry out film coating process with Prevent the dust abrasion to seed.
One of advantage of formula (I) compound of interior Absorption is, by processing seed, seed itself and by its gained Plant after emerging, be all protected from the invasion and attack of animal pest.So, can be without the at seeding time or thereafter short time In crop is processed immediately.
Another advantage is can to promote the germination of the seed being processed with formula (I) compound treatment seed and emerge.
Being also regarded as advantageously, formula (I) compound also can be particularly used for transgenic seed.
Additionally, formula (I) compound can be used in combination with signalling technique compositions, so that by homobium such as root nodule The preferably field planting of bacterium, mycorhiza/or endophytic bacterium or fungus, and/or optimize nitrogen fixation.
Formula (I) compound is suitable for the kind of any plant variety that protection uses in agricultural, greenhouse, forestry or gardening Son.More specifically, including the seed of following plant: corn (such as, Semen Tritici aestivi, Fructus Hordei Vulgaris, rye (Secale cereale L.), foxtail millet and Herba bromi japonici), Semen Maydis, cotton Flower, Semen sojae atricolor, rice, Rhizoma Solani tuber osi, Helianthi, coffee, Nicotiana tabacum L., Semen Brassicae Campestris (canola), Brassica campestris L, Radix Betae (such as, sugar beet and feeding Radix Betae), Semen arachidis hypogaeae, vegetable (such as Fructus Lycopersici esculenti, Fructus Cucumidis sativi, bean, brassicaceous vegetable, Bulbus Allii Cepae and Caulis et Folium Lactucae sativae), fruit plant, lawn and view and admire The seed of plant.Particularly importantly process corn (such as Semen Tritici aestivi, Fructus Hordei Vulgaris, rye (Secale cereale L.) and Herba bromi japonici), corn and soybean, Cotton Gossypii, Semen Brassicae Campestris, Brassica campestris L and the seed of rice.
As mentioned above, also it is particular importance with formula (I) compound treatment transgenic seed.This relate to generally comprising to The seed of the plant of few a kind of heterologous gene, described heterologous gene controls particularly to have and kills insecticide and/or nematicide characteristic The expression of polypeptide.Heterologous gene in transgenic seed may originate from microorganism such as bacillus (Bacillus), rhizobium (Rhizobium), Pseudomonas (Pseudomonas), Serratia (Serratia), trichoderma (Trichoderma), Corynebacterium (Clavibacter), Paraglomus (Glomus) or the mould genus of glue (Gliocladium).The present invention is the suitableeest The transgenic seed of at least one heterologous gene being derived from bacillus kind (Bacillus sp) is comprised in process.Described different Source gene is more preferably derived from bacillus thuringiensis.
In the context of the present invention, (I) compound is applied to seed.Preferably sufficiently stable to process at seed Seed is processed under the state that damage does not occur in journey.Generally, any time between gathering and sowing seed can be processed.Generally Use the seed separating and having removed cob, shell, stem, shell, hair or sarcocarp from plant.It is, for example possible to use Gather, clear up and be dried the seed to the water content allowing storage.Or, it is possible to use process then with such as water after the drying It is dried the seed of (such as perfusion (priming)) again.If the seed of rice, it is possible to use the most absorb water until reaching The seed of moment (pigeon chest (pigeon breast) stage), which improves germination and makes to emerge evenly.
When processing seed, it is often necessary to attentional selection is applied to amount and/or other interpolations of formula (I) compound of seed The amount of agent, so that the germination of seed does not affects adversely, or must be noted that the plant not making gained suffers damage.For spy Determine can show under rate of application the active component of phytotoxic effects, it is necessary to guarantee this point especially.
Generally, the compound of formula (I) is applied to seed with suitable dosage form.Suitable system for seed treatment Agent and method are known to those skilled in the art.
Formula (I) compound can be changed into conventional Seed dressing formulations, such as solution, Emulsion, suspending agent, powder, foam, slurry Liquid or other seed coating compositions, and ULV preparation.
These preparations mix with conventional additives in known manner by by formula (I) compound and prepare, and described routine adds Add agent, such as, conventional extender and solvent or diluent, coloring agent, wetting agent, dispersant, emulsifying agent, defoamer, anticorrosion Agent, secondary thickening agent, adhesive, gibberellins and water.
May be present in can be used according to the invention Seed dressing formulations in coloring agent by being conventionally used for being had of this purpose Toner.The pigment being slightly soluble in water or the dyestuff being dissolved in water can be used.Example includes known entitled rhodamine B, C.I. pigment Red 112 and the dyestuff of C.I. solvent red 1.
May be present in can be used according to the invention Seed dressing formulations in useful wetting agent for promoting moistening and conventional using All substances in the preparation of activity agrochemicals composition.Alkylnaphthalene sulfonate is preferably used, such as diisopropyl naphthalene sulfonate or Diisobutyl naphthalene.
May be present in can be used according to the invention Seed dressing formulations in suitable dispersant and/or emulsifying agent for routine use All nonionics, anion and cation dispersing agent in the preparation of activity agrochemicals composition.Nonionic or the moon are preferably used Ionic dispersants, or nonionic or the mixture of anionic dispersing agents.Suitably non-ionic dispersing agent specifically include oxirane/ Propylene oxide block polymer, alkyl phenol polyglycol ether and triphenyl vinyl phenol polyglycol ether, and phosphorylation or sulphuric acid Change derivant.Suitably anionic dispersing agents is especially lignosulphonates, polyacrylate and arylsulphonate/aldehyde condensate.
May be present in can be used according to the invention Seed dressing formulations in defoamer for be conventionally used for activity agrochemicals The material of all suppression foams of the preparation of compound.Preferably use organic silicon defoamer and magnesium stearate.
May be present in can be used according to the invention Seed dressing formulations in preservative for available in agrochemical composition All substances in this purpose.Example includes dichlorophen and benzyl alcohol hemiformal.
May be present in can be used according to the invention Seed dressing formulations in secondary thickening agent in agrochemical composition Can be used for all substances of this purpose.Preferably example includes that cellulose derivative, acrylic acid derivative, xanthan gum, modification are glued Native and finely divided silicon dioxide.
May be present in can be used according to the invention Seed dressing formulations in useful adhesive include can be used for product of dressing seed In all traditional binders.Preferably example includes polyvinylpyrrolidone, polyvinyl acetate base ester, polyvinyl alcohol and methyl Cellulose.
May be present in can be used according to the invention Seed dressing formulations in gibberellins be preferably gibberellins A1, A3 (=red mould Acid), A4 and A7；Particularly preferably use gibberellin.Gibberellins is known (to see R.Wegler " Chemie der Pflanzenschutz-und", volume 2, Springer Verlag, 1970, the 401-412 page).
Seed dressing formulations that can be used according to the invention can directly or be used for processing various the most of the same race after first dilute with water The seed of class.Such as, the preparation that concentrating agents maybe can be obtained by it by dilute with water can be used for dressing seed following seed: The seed of corn such as Semen Tritici aestivi, Fructus Hordei Vulgaris, rye (Secale cereale L.), Herba bromi japonici and black Semen Tritici aestivi, and Semen Maydis, rice, Brassica campestris L, Semen Pisi sativi, bean, Cotton Gossypii, Helianthi, Semen sojae atricolor and the seed of Radix Betae, or various different vegetable seeds.Seed dressing formulations that can be used according to the invention or its dilution make The seed dressing of transgenic plant is can also be used for by form.
For with can be used according to the invention Seed dressing formulations or type of service of being prepared by it process for seed, conventional For seed dressing all mixed cells be all useful.Specifically, the process of seed dressing is: or grasped with continuous by seed in batches The mode made is placed in blender, adds the Seed dressing formulations (after itself or water in advance dilution) of specific requirement, so Rear mixing is until preparation is evenly distributed on seed.If appropriate, operation it is dried afterwards.
The rate of application of Seed dressing formulations that can be used according to the invention can change in relatively wide scope.Rate of application is by preparation In the concrete content of formula (I) compound and seed determine.The rate of application of formula (I) compound is usually 0.001-50g/kg kind Son, preferably 0.01-15g/kg seed.
Animal health
At animal health fields, i.e. in veterinary applications, formula (I) compound is for parazoon, particularly epizoa Or entozoa has opposing activity.Term " entozoa " especially includes anthelmintic and protozoacide, such as Coccidia (coccidia). Epizoa is preferably generally arthropod, especially insecticide and demodicid mite class.
In veterinary applications, formula (I) compound to warm blooded species with favourable toxicity is suitable for preventing and treating at livestock and poultry cultivation Occur with in animal husbandry, in domestic animal, in cultivated animals, zoo animal, laboratory animal, laboratory animal and domestic animal Parasite.They have opposing activity to all stages of development or the specific stage of development of parasite.
Domestic animal includes agricultural, and such as, mammal, such as sheep, goat, horse, donkey, camel, Babalus bubalis L., rabbit, reinder, flat angle Deer, and particularly cattle and pig；Poultry, such as turkey, duck, goose, and particularly chicken；Fish or crustacean, such as, support at Aquatic product In growing；And insecticide, such as Apis.
Domestic animal includes, such as, mammal, such as hamster, Cavia porcellus, rat, mice, chinchilla, ferret, and especially It is Canis familiaris L., cat, cage bird, reptile, Amphibian and pet fish.
In a preferred embodiment, mammal is given by formula (I) compound.
In a further preferred embodiment, give birds by formula (I) compound, i.e. cage bird, and particularly poultry.
Controlling animal parasites of coming use formula (I) compound is intended to reduce or prevention disease, death and hydraulic performance decline (in the case of meat, milk, Pilus Caprae seu Ovis, skin, egg, honey etc.) so that animal feeding is more economical, simpler, and can realize more preferably Animal health.
About animal health fields, term " preventing and treating (control or controlling) " means that formula (I) compound is effective Ground by specific parasite by the animal of this kind of parasitic infection sickness rate be reduced to harmless degree.More specifically and Speech, " preventing and treating " herein means that formula (I) compound can kill each parasite, suppresses its growth or suppress it to breed.
Arthropod includes:
Anoplura (Anoplurida), such as Haematopinus kind (Haematopinus spp.), Linognathus kind (Linognathus Spp.), louse belongs to kind of (a Pediculus spp.), chilly wind belongs to kind of (a Phtirus spp.), pipe louse belongs to kind an of (Solenopotes spp.)；Mallophaga (Mallophagida) and Amblycera (Amblycerina) and thin angle suborder (Ischnocerina), example Such as hair Trichodectes kind (Trimenopon spp.), Menopon kind (Menopon spp.), huge Trichodectes kind (Trinoton Spp.), Bovicola kind (Bovicola spp.), Werneckiella genus kind, Lepikentron genus kind, Damalinia kind (Damalina spp.), Trichodectes kind (Trichodectes spp.), Felicola kind (Felicola spp.)；Diptera And Nematocera (Nematocerina) and Brachycera (Brachycerina), such as Aedes kind (Aedes (Diptera) Spp.), Anopheles kind (Anopheles spp.), Culex kind (Culex spp.), Simulium kind (Simulium spp.), true Simulium kind (Eusimulium spp.), owl midge kind (Phlebotomus spp.), Lutzomyia kind (Lutzomyia spp.), Bitting midge kind (Culicoides spp.), Chrysops kind (Chrysops spp.), Odagmta kind (Odagmia spp.), dimension Buffalo gnat subgenus kind (Wilhelmia spp.), tumor Gadfly kind (Hybomitra spp.), Atylotus kind (Atylotus spp.), horsefly Belong to kind of (Tabanus spp.), a Chrysozona kind (Haematopota spp.), Philipomyia genus kind, honeybee Hippobosca kind (Braula spp.), Musca kind (Musca spp.), Hydrotaea kind (Hydrotaea spp.), Genus Stomoxys kind (Stomoxys spp.), Haematobia kind (Haematobia spp.), not fly belong to kind of (Morellia spp.), a Fannia kind (Fannia spp.), Glossina kind (Glossina spp.), Calliphora kind (Calliphora spp.), Lucilia kind (Lucilia spp.), Carysomyia kind (Chrysomyia spp.), Wohlfahrtia kind (Wohlfahrtia spp.), Sarcophaga kind (Sarcophaga spp.), Oestrus kind (Oestrus spp.), Hypoderma kind (Hypoderma spp.), Gasterophilus kind (Gasterophilus spp.), Hippobosca kind (Hippobosca spp.), Lipoptena kind (Lipoptena spp.), Ticks Fly belongs to kind of (Melophagus spp.), Rhinoestrus kind (Rhinoestrus spp.), a big uranotaenia kind (Tipula spp.)；Flea Mesh (Siphonapterida), such as flea belong to kind of (Pulex spp.), a ctenocephalides spp (Ctenocephalides spp.), dive Flea belongs to kind of (a Tunga spp.), visitor flea belongs to kind of (Xenopsylla spp.), a Ceratophyllus kind (Ceratophyllus spp.)；
Heteroptera (Heteropterida), such as Cimex kind (Cimex spp.), Triatoma kind (Triatoma Spp.), Rhodnius kind (Rhodnius spp.), Triatoma kind (Panstrongylus spp.)；And from Blattaria (Blattarida) nuisance pests and sanitary insect pest.
Arthropod also includes:
Acari (Acari) (Acarina (Acarina)) and rear valve mesh (Metastigmata), such as Argasidae (Argasidae), such as Argas kind (Argas spp.), Ornithodoros kind (Ornithodorus spp.), residual beak Ticks genus kind (Otobius spp.)；Ying Pi section (Ixodidae), as hard Ticks belongs to kind of (Ixodes spp.), an Amblyomma kind (Amblyomma Spp.), Rh (Boophilus) plants (Rhipicephalus (Boophilus) spp.), Dermacentor kind (Dermacentor Spp.), Haemaphysalis kind (Haemophysalis spp.), Hyalomma kind (Hyalomma spp.), Rh kind (Rhipicephalus spp.) (the original genus of many hosts Ticks)；Mesostigmata (Mesostigmata), such as Dermanyssus kind (Dermanyssus spp.), Ornithonyssus kind (Ornithonyssus spp.), Pneumonyssus kind (Pneumonyssus Spp.), sting profit demodicid mite and belong to kind of (Raillietia spp.), a Pneumonyssus kind (Pneumonyssus spp.), breast thorn demodicid mite genus kind (Sternostoma spp.), Vespacarus kind (Varroa spp.), honeybee shield demodicid mite belong to kind of (an Acarapis spp.)；Spoke Acarina (Actinedida) (Prostigmata (Prostigmata)), such as honeybee shield demodicid mite belong to kind of (Acarapis spp.), a Cheyletiella kind (Cheyletiella spp.), Ornithocheyletia kind (Ornithocheyletia spp.), Myobia kind (Myobia spp.), Psorergates kind (Psorergates spp.), Demodex kind (Demodex spp.), Trombidium kind (Trombicula Spp.), Neotrombiculla belongs to kind, Listrophorus belongs to kind；With flour mite mesh (Acaridida) (Astigmata (Astigmata)), such as Tyroglyphus kind (Acarus spp.), Tyrophagus kind (Tyrophagus spp.), Caloglyphus kind Under (Caloglyphus spp.), neck, demodicid mite belongs to kind of (a Hypodectes spp.), wing demodicid mite belongs to kind of (a Pterolichus spp.), itches Demodicid mite belongs to kind (Psoroptes spp.), a Chorioptes kind (Chorioptes spp.), ear acaricide belongs to kind (an Otodectes spp.), Acaricide belongs to kind of (Sarcoptes spp.), Notoedres kind (Notoedres spp.), a Knemidokoptes kind (Knemidocoptes Spp.), Cytodites kind (Cytodites spp.), Laminosioptes kind (Laminosioptes spp.).
Parasitic protozoa includes:
Mastigophora (Flagellata) (Mastigophora (Flagellata)), such as Trypanosomatidae (Trypanosomatidae), such as, trypanosoma bocagei (Trypanosoma b.brucei), Bu Shi castellanella gambiense (T.b.gambiense), Bu Shi trypanosoma rhodesiense (T.b.rhodesiense), trypanosoma confusum (T.congolense), kirschner Trypanosomicide (T.cruzi), Trypanosoma evansi (T.evansi), trypanosoma berberum (T.equinum), trypanosoma lewisi (T.lewisi), Lateolabrax japonicus (Cuvier et Va-lenciennes) (Lateolabracis) cone Worm (T.percae), trypanosoma simiae (T.simiae), enliven trypanosomicide (T.vivax), leishmania brasiliensis (Leishmania Brasiliensis), Leishmania donovani (L.donovani), crithidia cunninghami (L.tropica), such as trichomonacide Section (Trichomonadidae), such as giardia lamblia (Giardia lamblia), Giardia canis (G.canis).
Sarcomastigophora (Sarcomastigophora) (rhizopodium superclass (Rhizopoda)), such as Entamoebidae (Entamoebidae), such as, amoeba histolytica (Entamoeba histolytica)；Kazakhstan section (Hartmanellidae), such as, Acanthamoeba kind (Acanthamoeba sp.), Kazakhstan belong to kind an of (Harmanella sp.)。
The multiple door (Apicomplexa) (sporozoa (Sporozoa)) such as Eimeria section (Eimeridae) in top, such as, Eimeria acervulina (Eimeria acervulina), Eimeria adenoeides (E.adenoides), Alabama Eimeria (E.alabamensis), Eimeria anatis (E.anatis), Eimeria anseris (E.anserina), Eimeria arloingi (E.arloingi), A Shata Eimeria (E.ashata), Eimeria auburnensis (E.auburnensis), Niu Aimei ball Worm (E.bovis), Eimeria bucephalae (E.brunetti), dog Eimeria (E.canis), Chinchilla Rabbit Eimeria (E.chinchillae), catfish Eimeria (E.clupearum), Eimeria columbae (E.columbae), bending Eimeria (E.contorta), Ke Landuoershi Eimeria (E.crandalis), Di Shi Eimeria (E.debliecki), dispersion Chinese mugwort U.S. coccidiosis (E.dispersa), oval Eimeria (E.ellipsoidales), sickleshaped Eimeria (E.falciformis), Eimeria faurei (E.faurei), Eimeria flavescens (E.flavescens), Jia Luopawoni Eimeria (E.gallopavonis), Eimeria hagani (E.hagani), Eimeria intestinalis (E.intestinalis), E.iroquoina, Eimeria irresidua (E.irresidua), Eimeria labbeana (E.labbeana), Le Shi Eimeria (E.leucarti), Eimeria magna (E.magna), Eimeria maxima (E.maxima), medium-sized Eimeria (E.media), Eimeria meleagridis (E.meleagridis), Eimeria meleagrimitis (E.meleagrimitis), Gentle Eimeria (E.mitis), Eimeria necatrix (E.necatrix), Ya Shi Eimeria (E.ninakohlyakimovae), sheep Eimeria (E.ovis), Eimeria parva (E.parva), Eimeria pavonina (E.pavonis), eimeria perforans (E.perforans), cone Eimeria (E.phasani), Eimeria piriformis (E.piriformis), Eimeria praecox (E.praecox), E.residua, Eimeria scabra (E.scabra), Amy Globidium kind (E.spec.), Si Shi Eimeria (E.stiedai), Eimeria porci (E.suis), eimeria avium (E.tenella), Eimeria truncata (E.truncata), Eimeria truttae (E.truttae), Eimeria zuernii (E.zuernii), lattice Lip river Eimeria kind (Globidium spec.), the spore such as Isospora belli (Isospora belli), dog The spores such as bulbec worm (I.canis), isospora felis (I.felis), Isospora ohioensis (I.ohioensis), Rui Shi Bulbec worm (I.rivolta), Isospora kind (I.spec.), isospora suis (I.suis), Cystoisospora kind (Cystisospora spec.), Cryptosporidium kind (Cryptosporidium spec.), particularly Cryptosporidum parvum (C.parvum)；Such as Toxoplasmatidae (Toxoplasmadidae), such as Mus toxoplasma (Toxoplasma gondii), Hammondia heydornii, Demodiosis canis (Neospora caninum), bass worm (Besnoitia besnoitii)； Such as sarcocystis section (Sarcocystidae), such as cattle dog meat sporozoon (Sarcocystis bovicanis), cattle people's meat spore Sub-worm (S.bovihominis), sheep dog meat sporozoon (S.ovicanis), sheep Carnis Felis domestica sporozoon (S.ovifelis), S.neurona, Miescheria kind (S.spec.), pig Sarcocystis hominis (S.suihominis), such as Leucozoidae, such as Leucozytozoon simondi, such as Plasmodiidae (Plasmodiidae), such as P. berghei (Plasmodium Berghei), Plasmodium falciparum (P.falciparum), malariae (P.malariae), Plasmodium ovale (P.ovale), Plasmodium vivax (P.vivax), Plasmodium kind (P.spec.), such as Piroplasmea (Piroplasmea), such as Argentina's BABEI Worm (Babesia argentina), babesia bovis (B.bovis), babesia canis (B.canis), Babesia kind (B.spec.), little Taylor worm (Theileria parva), Theileria kind (Theileria spec.), such as Adeleina (Adeleina), such as hepatozoon canis (Hepatozoon canis), Hepatozoon kind (H.spec.).
Pathogenicity entozoa, it is anthelmintic, including Phylum platyhelminthes (Platyhelmintha) (such as Helerocolylea (Monogenea), cestode (cestode) and trematodiasis (Trematode)), nematode, Acanthocephala (Acanthocephala) and Glossobalanus (Pentastoma).These include:
Helerocolylea: such as: Gyrodactylus kind (Gyrodactylus spp.), dactylogyrider (Dactylogyrus Spp.), Polystoma kind (Polystoma spp.).
Cestode: Pseudophyllidea (Pseudophyllidea), such as: Diphyllobothrium kind (Diphyllobothrium spp.), repeatedly Palace cestode belongs to kind of (Spirometra spp.), Bothriocephalus kind (Schistocephalus spp.), a Ligula kind (Ligula spp.), phyllidium cestode belong to kind of (Bothridium spp.), a Diplogonoporus kind (Diplogonoporus spp.)。
Cyclophyllidea (Cyclophyllidea), such as: Mesocestoides kind (Mesocestoides spp.), naked head silk ribbon Eimeria kind (Anoplocephala spp.), Paranoplocephala kind (Paranoplocehala spp.), illiteracy Buddhist nun cestode genus kind (Moniezia spp.), body cestode belong to kind of (Thysanosomsa spp.), a Thysaniezia kind (Thysaniezia Spp.), Avitellina kind (Avitellina spp.), Si Taile cestode belong to kind of (a Stilesia spp.), ring cestode Belong to kind of (a Cittotaenia spp.), Andyra belongs to kind, Bertiella kind (Bertiella spp.), Hydatigena kind (Taenia spp.), Echinococcus kind (Echinococcus spp.), Hydatigera kind (Hydatigera spp.), Davainea kind (Davainea spp.), Rayleigh cestode belong to kind of (Raillietina spp.), a Hymenolepis kind (Hymenolepis spp.), Echinolepis kind (Echinolepis spp.), Folium jujubae cestode belong to kind an of (Echinocotyle Spp.), double testis cestodes belong to kind of (Diorchis spp.), Diplopylidium kind (Dipylidium spp.), the most excellent gram of this cestode Belong to kind of (Joyeuxiella spp.), a Diplopylidium kind (Diplopylidium spp.).
Trematodiasis: Digenea (Digenea), such as: Diplostomum kind (Diplostomum spp.), stem double caves trematodiasis Belong to kind of (Posthodiplostomum spp.), Schistosoma kind (Schistosoma spp.), a Trichobilharzia kind (Trichobilharzia spp.), Ornithobilharzia kind (Ornithobilharzia spp.), Austrobilharzia kind (Austrobilharzia spp.), Gigantobilharzia kind (Gigantobilharzia spp.), Leucochloridium kind (Leucochloridium spp.), Brachylaimus kind (Brachylaima spp.), Echinostoma kind (Echinostoma spp.), Echinoparyphium kind (Echinoparyphium spp.), Echinochasmus kind (Echinochasmus spp.), Hypoderaerum kind (Hypoderaeum spp.), Fasciola kind (Fasciola Spp.), Fasciola kind (Fasciolides spp.), Fasciolopsis kind (Fasciolopsis spp.), ring cavity trematodiasis Belong to kind of (Cyclocoelum spp.), a Typhlocoelum kind (Typhlocoelum spp.), belong to amphistome and planting (Paramphistomum spp.), Calicophoron kind (Calicophoron spp.), Cotylophoron kind (Cotylophoron spp.), huge dish trematodiasis belong to kind of (a Gigantoctyle spp.), luxuriant and rich with fragrance plan trematodiasis genus kind (Fischoederius spp.), abdomen bag trematodiasis belong to kind of (Gastrothylacus spp.), a Notocotylus kind (Notocotylus spp.), Catatropis kind (Catatropis spp.), Plagiorchis kind (Plagiorchis Spp.), Prosthogonimus kind (Prosthogonimus spp.), Dicrocoelium kind (Dicrocoelium spp.), wealthy dish Trematodiasis belongs to kind of (an Eurytema spp.), salmon trematodiasis belongs to kind of (Troglotrema spp.), a Paragonimus kind (Paragonimus Spp.), Collyriculum kind (Collyriclum spp.), Nanophyetus kind (Nanophyetus spp.), rear testis trematodiasis Belong to kind of (Opisthorchis spp.), Clon kind (Clonorchis spp.), a Meotrchis kind (Metorchis Spp.), Heterophyes(Heterophyes) kind (Heterophyes spp.), Metagonimus kind (Metagonimus spp.)；
Nematicide: Trichnellidae (Trichinellida), such as: Trichocephalus kind (Trichuris spp.), Hepaticola kind (Capillaria spp.), Paracapillaria genus kind, excellent sheath belong to kind of (an Eucoleus spp.), Trichomosoides belongs to Kind, Trichinella kind (Trichinella spp.)；
Tylenchida (Tylenchida), such as: filament Nian belongs to kind of (Micronema spp.), a Strongyloides kind (Strongyloides spp.)。
Rod suborder (Rhabditina), such as: Strongylus kind (Strongylus spp.), Triodontophorus kind (Triodontophorus spp.), esophagus tooth belong to kind of (Oesophagodontus spp.), a Trichonema kind (Trichonema Spp.), Gyalocephalus kind (Gyalocephalus spp.), post pharynx belong to kind of (Cylindropharynx spp.), a rim of a cup line Eimeria kind (Poteriostomum spp.), Cyclococercus genus is planted, genus kind (a Cylicostephanus spp.) is preced with by cup, Oesophagostomum kind (Oesophagostomum spp.), Chabertia belong to kind of (a Chabertia spp.), hat buttock line genus kind (Stephanurus spp.), Ancylostoma kind (Ancylostoma spp.), Ancylostoma kind (Uncinaria spp.), plate Mouth nematode belongs to kind of (Necator spp.), Bunostomum kind (Bunostomum spp.), a Globocephalus kind (Globocephalus spp.), opening Eimeria kind (Syngamus spp.), rim of a cup belong to kind of (a Cyathostoma spp.), after Strongylus kind (Metastrongylus spp.), Dictyocaulus kind (Dictyocaulus spp.), Muellerius belong to plants (Muellerius spp.), Protostrongylus kind (Protostrongylus spp.), Neostrongylus kind (Neostrongylus spp.), capsule buttock line Eimeria kind (Cystocaulus spp.), lung circle belong to kind an of (Pneumostrongylus Spp.), Spicocaulus belongs to kind, Elaphostrongylus kind (Elaphostrongylus spp.), Parelaphostrongylus kind (Parelaphostrongylus spp.), Crenosoma kind (Crenosoma spp.), Paracrenosoma genus kind, Austria This strangles Turbatrix kind (Oslerus spp.), Angiostrongylus kind (Angiostrongylus spp.), Aelurostrongylus kind (Aelurostrongylus spp.), Filaroides kind (Filaroides spp.), Parafilaroides kind (Parafilaroides spp.), trichostrongylus kind (Trichostrongylus spp.), Haemonchus kind (Haemonchus spp.), Ostertagia kind (Ostertagia spp.), Teladorsagia kind (Teladorsagia Spp.), Marshallagla kind (Marshallagia spp.), Cooperia kind (Cooperia spp.), day strongylid Belong to kind of (Nippostrongylus spp.), helix Eimeria kind (Heligmosomoides spp.), a Nematodirus kind (Nematodirus spp.), Metastrongylus apri belong to kind of (Hyostrongylus spp.), an Obeliscoides kind (Obeliscoides Spp.), Amidostomum kind (Amidostomum spp.), Ollulanus kind (Ollulanus spp.)；
Spirurata (Spirurida), such as: Oxyuris kind (Oxyuris spp.), Enterobius kind (Enterobius Spp.), Passalurus kind (Passalurus spp.), Syphacia kind (Syphacia spp.), Aspiculuris kind (Aspiculuris spp.), Heterakis kind (Heterakis spp.)；Ascaris kind (Ascaris spp.), bow ascarid line Eimeria kind (Toxascaris spp.), Belascaris kind (Toxocara spp.), Baylisascaris kind (Baylisascaris spp.), parascris kind (Parascaris spp.), anisakis kind (Anisakis spp.), Ascaridia kind (Ascaridia spp.)；Jaw mouth nematode belongs to kind of (Gnathostoma spp.), a physaloptera kind (Physaloptera spp.), Thelazia kind (Thelazia spp.), Gongylonema kind (Gongylonema spp.), Habronema kind (Habronema spp.), secondary flex belong to kind of (Parabronema spp.), a Draschia kind (Draschia spp.), Dracunculus kind (Dracunculus spp.)；Stephanofilaria kind (Stephanofilaria Spp.), Parafilaria kind (Parafilaria spp.), Setaria kind (Setaria spp.), Loa kind (Loa spp.), Dirofilaria kind (Dirofilaria spp.), Litomosoides kind (Litomosoides spp.), cloth Shandong line Eimeria kind (Brugia spp.), Wuchereria kind (Wuchereria spp.), Onchocerca kind (Onchocerca Spp.), trichina cystica belongs to kind of (a Spirocerca spp.)；
Acanthocephala (Acanthocephala): few spine kiss mesh (Oligacanthorhynchida), such as: huge kiss spine head Eimeria kind (Macracanthorhynchus spp.), Prosthenorchis kind (Prosthenorchis spp.)；Multiform mesh (Polymorphida), such as: Filicollis kind (Filicollis spp.)；Beads mesh (Moniliformida), example As: Moniliformis kind (Moniliformis spp.)；
Spine kiss mesh (Echinorhynchida), such as, Acanthocephalus kind (Acanthocephalus spp.), gib head worm Belong to kind of (Echinorhynchus spp.), a Leptorhynchoides kind (Leptorhynchoides spp.).
Linguatula door (Pentastoma): Dongtou worm mesh (Porocephalida), such as, Glossobalanus kind (Linguatula spp.)。
In veterinary applications and animal feeding, formula (I) compound by method commonly known in the art as through enteral, stomach Parenteral, corium or nose approach give with the form of appropriate formulation.It can be preventative or curative for giving.
Therefore, one embodiment of the invention relates to formula (I) compound purposes as medicine.
Another aspect relates to formula (I) compound as antibody endoparasite agent (antiendoparasitic agent), Particularly vermicide (helminthicidal agent) or the use of antiprotozoal (antiprotozoic agent) On the way.Formula (I) compound is suitable for use as antibody endoparasite agent, especially vermicide or antiprotozoal, such as, be used for raiseeing In animal husbandry, animal feeding, housing for animal and health field.
Otherwise, another aspect relate to formula (I) compound as antibody epizoa agent (antiectoparasitic), Particularly arthropodicides such as insecticide or acaricidal purposes.Another aspect relates to formula (I) compound as antibody Epizoa agent, particularly arthropodicides such as insecticide or acaricidal purposes, such as animal animal husbandry, animal In raising, housing for animal or health field.
The preventing and treating (vector control) of vector
The compound of formula (I) can be additionally used in the preventing and treating of vector.In the context of the present invention, vector is can be by cause of disease style Lead (reservoir) (plant, animal, the mankind etc.) such as virus, anthelmintic, unicellular organism and antibacterial from storage and travel to the joint of host Main drive thing, especially insecticide or arachnid.Pathogen can mechanically be propagated to host, and (such as trachoma passes through stingless fly Propagate) or it is transmitted to host (such as by the plasmodium of mosquitoes spread) after the implantation.
Vector with their diseases of propagation or the example of pathogen is:
1) mosquito
-malarial mosquito: malaria, filaricide；
-culex: Japanese encephalitis, filaricide, other viral diseases, the propagation of anthelmintic；
-yellow-fever mosquito: yellow fever, dengue fever, filaricide, other viral diseases；
-Simulidae: the propagation of anthelmintic, particularly Onchocerca caecutiens (Onchocerca volvulus)；
2) louse: skin infection, epidemic typhus；
3) flea: the plague, endemic typhus；
4) fly: sleeping sickness (african trypanosomiasis)；Cholera, other bacterial diseasees；
5) demodicid mite: acaricide, epidemic typhus, rickettsial pox, tularemia, Saint Louis encephalitis, Ticks pass brain Scorching (TBE), Crimean-Congo hemorrhagic fever (Crimean Congo haemorrhagic fever), Borrelia disease (borreliosis)；
6) tick: borellioses such as Du's Tong Shi spirillum (Borrelia duttoni), tick encephalitis, Q heat are (in uncle Special Cox body (Coxiella burnetii)), babesiosis (babesioses) (babesia canis (Babesia canis canis))。
In the context of the present invention, the example of vector is the insecticide that plant virus can propagate to plant, such as aphid, Fly, leafhopper or thrips.Other vectors that can propagate plant virus are spider demodicid mite, louse, beetle and nematicide.
In the context of the present invention, other examples of vector are can be by pathogen propagation to animal and/or the insecticide of people And arachnid, such as mosquito, especially Aedes, Anopheles such as anopheles costalis (A.gambiae), Anopheles arabiensis (A.arabiensis), anopheles funestus (A.funestus), Anopheles dirus (A.dirus) (malaria) and Culex；Louse；Flea；、 Fly；Acarid and tick.
If formula (I) compound has anti-breakthrough (resistance-breaking), vector preventing and treating the most also can be realized.
Formula (I) compound is applicable to disease and/or the pathogen that prevention is propagated by vector.Therefore, another of the present invention Individual aspect is formula (I) compound purposes for vector preventing and treating, such as in agricultural, gardening, forestry, garden and leisure facilities, And in the protection of material and Stored Product.
Industrial materials are protected
Formula (I) compound is suitable for the opposing attack of insecticide of safeguard industries material or destruction, described insecticide such as from Coleoptera (Coleoptera), Hymenoptera (Hymenoptera), Isoptera (Isoptera), Lepidoptera (Lepidoptera), Corrodentia (Psocoptera) and lepismae saccharinae mesh (Zygentoma).
In this article, industrial materials are understood to mean that non-living material, such as preferred plastics, adhesive, sizing material, stationery and card Sheet, leather, timber, wooden converted products and coating composition.Particularly preferably the present invention is for protecting the purposes of timber.
In another embodiment, formula (I) compound and at least one other insecticide and/or at least one kill very Microbial inoculum is used together.
In another embodiment, formula (I) compound is presented in instant pesticide, and i.e. they can be without entering The change of one step and be applied to discussed material.Especially, suitably other insecticides or antifungal are those described above.
Unexpectedly, it has also been found that, formula (I) compound can be used for protecting the object contacted with sea water or brackish water to support Fouling resistance, particularly hull, sieve, net, building, moorings and signaling system.Formula (I) compound can also individually or with Other active component is used as anti-fouling agent in combination.
The preventing and treating of animal pest in health field
Formula (I) compound is suitable for preventing and treating the animal pest in health field.More specifically, the present invention can be used for house In protection with field, health field and Stored Product, especially for preventing and treating close space such as residence, mill hall, Insecticide, arachnid and the demodicid mite run in office, vehicle cabin.In order to prevent and treat animal pest, by independent for formula (I) compound Use or be used in combination with other active component and/or auxiliary agent.They are preferred in domestic insecticide product.Formula (I) is changed Compound antagonism sensitive species and resistant species and to resist all stages of development be all effective.
These insects include, such as, following insect: Arachnoidea (Arachnida), Scorpionida (Scorpiones), Araneida And Opiliones (Opiliones) (Araneae)；Chcilopoda (Chilopoda) and Diplopoda (Diplopoda)；Insecta (Insecta), Blattaria (Blattodea), coleoptera (Coleoptera), Dermaptera (Dermaptera), Diptera (Diptera), Heteroptera (Heteroptera), Hymenoptera (Hymenoptera), Isoptera (Isoptera), Lepidoptera (Lepidoptera), Anoplura (Phthiraptera), Corrodentia (Psocoptera), Saltatoria (Saltatoria) or straight Wing mesh (Orthoptera), Siphonaptera (Siphonaptera) and lepismae saccharinae mesh (Zygentoma)；And Malacostraca (Malacostraca), Isopoda (Isopoda).
Being administered with following form: such as, aerosol, non-pressurised spray product, such as pump spray and nebulizer spray Mist agent；Auto-spraying system system；Aerosol generator；Foam；Gel；The evaporation with the evaporating plate being made up of cellulose or plastics is produced Product；Liquid evaporator；Gel and film evaporator；The vaporizer of impeller driven；Noenergy or passive vapo(u)rization system；Catch moth Paper, catch moth bag and catch moth glue；As granule or powder agent；It is used in the bait disseminated or in bait station.
Method and the explanation of intermediate
Following preparation embodiment and the purposes embodiment explanation present invention, and the unrestricted present invention.Product passes through 1H NMR Spectrum and/or LC/MS (liquid chromatography mass combination) characterize.
LogP value passes through HPLC (efficient liquid phase according to OECD Guideline 117 (EC Directive 92/69/EEC) Chromatography) use anti-phase (RP) post (C18) to be measured by following methods:
LC-MS in [a] acid range measures and washes with 0.1% aqueous formic acid and acetonitrile (containing 0.1% formic acid) conduct De-agent is carried out for 2.7 times at pH；Linear gradient is that 10% acetonitrile is to 95% acetonitrile.
LC-MS in [b] neutral range measures and exists as eluant with ammonium bicarbonate aqueous solution and the acetonitrile of 0.001 mole PH is carried out for 7.8 times；Linear gradient is that 10% acetonitrile is to 95% acetonitrile.
It is corrected with the known unbranched alkane-2-ketone (there are 3 to 16 carbon atoms) of logP value that (logP value is based on guarantor The time is stayed to be determined by the linear interpolation between two continuous alkanone).
H NMR spectroscopy uses the Bruker Avance 400 being provided with flowing probe (volume 60 μ l) to be measured.In the individual sorrow of separation Under condition, H NMR spectroscopy uses Bruker Avance II 600 to measure.
The NMR data of selected example is listed with conventionally form (division of δ-value, multiplet, hydrogen atom number).The division of signal It is described as follows: (broad peak is believed for s (unimodal), d (bimodal), t (triplet), q (quartet), quint (quintet), m (multiplet), b Number).The solvent used is CD3CN、CDCl3Or D6-DMSO, and use tetramethylsilane (0.00ppm) as reference substance.
Preparation embodiment
Embodiment 1
5-{2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl) sulfenyl] phenyl }-2-(pyridin-3-yl)-2,5-dihydro- 4H-pyrazolo [3,4-d] pyrimidin-4-one (I-1-1)
Step 1:
3-amino-N-{2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl) sulfenyl] phenyl }-1-(pyridin-3-yl)-1H- Pyrazole-4-carboxamide (II-1)
The toluene solution of 2.09ml 2M trimethyl aluminium is slowly dropped to the 500mg in 1.3ml 1,2-dichloroethanes (2.09mmol) in 2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl) sulfenyl] aniline, and mixture is stirred at room temperature 1 Hour (h).562mg (2.09mmol) 3-amino-1-(pyridin-3-yl)-1H-pyrazoles-4-Ethyl formate (III-1) is added to In 1.3ml 1,2-dichloroethanes, and reactant mixture is refluxed overnight.After cooling, reactant mixture dilute with water is the most careful Pour into 10% sodium potassium tartrate solution.Described mixture is extracted three times by shaking dichloromethane, and by organic Take out mutually, dried over sodium sulfate, filter and concentrate.Make residue be adsorbed onto on silica gel and pass through preparative MPLC on a silica gel column Purification (flowing phase: cyclohexane/ethyl acetate).Isolated fraction obtain 551mg (be 100% according to LC/MS purity, theoretical Value 62%) title compound.
logP[a]:2.72；logP[b]:2.63；1H NMR(D6-DMSO,400MHz)δppm:9.61(d,1H),9.05 (s,1H),8.95(d,1H),8.49-8.48(m,1H),8.06-8.02(m,1H),7.91(d,1H),7.57-7.53(m,1H), 7.29(d,1H),5.89(s,2H),3.85(q,2H),2.41(s,3H)
Step 2:
5-{2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl) sulfenyl] phenyl }-2-(pyridin-3-yl)-2,5-dihydro- 4H-pyrazolo [3,4-d] pyrimidin-4-one (I-1-1)
34.0mg (0.20mmol) p-methyl benzenesulfonic acid and 200 μ l (178mmol, 1.20mmol) triethyl orthoformates are added To 170mg (0.40mmol) 3-amino-N-{2-fluoro-4-methyl-the 5-[(2,2,2-tri-in 2ml DMAC N,N' dimethyl acetamide Fluoro ethyl) sulfenyl] phenyl } in-1-(pyridin-3-yl)-1H-pyrazole-4-carboxamide (II-1).By reactant mixture at CEM Discover microwave is heated under 200 watts 130 DEG C and keeps 1h.After cooling, reactant mixture is mixed with RP-18 material Close, and under reduced pressure remove solvent.By residue by preparative MPLC (flowing phase: water/acetonitrile) purification on RP-18 post. Isolated fraction contains the title compound of 80.0mg (being 96% according to LC/MS purity, the 44% of theoretical value).
logP[a]:2.65；logP[b]:2,63；1H NMR(D6-DMSO,400MHz)δppm:9.59(d,1H),9.29 (s,1H),8.68(dd,1H),8.47-8.44(m,1H),8.36(s,1H),7.87(d,1H),7.68-7.64(m,1H),7.46 (d,1H),4.03(q,2H),2.46(s,3H)
Embodiment 2
3-[2-fluoro-4-methyl-5-(2,2,2-trifluoroethyl sulfinyl) phenyl]-6-(3-pyridine radicals) pyrazolo [3, 4-d] triazine-4-ketone (I-1-2) and 3-[2-fluoro-4-methyl-5-(2,2,2-trifluoroethyl sulfenyl) phenyl]-6-(3-pyridine radicals) Pyrazolo [3,4-d] triazine-4-ketone (I-1-3)
248mg (3.60mmol) sodium nitrite solution in 5ml water is added drop-wise in 5ml water and 5ml concentrated hydrochloric acid 180mg (0.42mmol) 3-amino-N-{2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl) sulfenyl] phenyl }-1-(pyridine-3- Base) in-1H-pyrazole-4-carboxamide (II-1).Mixture is stirred 6 hours at 70 DEG C.After cooling, reactant mixture is inclined Pour in dichloromethane, and with dense sodium bicarbonate solution by pH regulator to 7.Mixture dichloromethane is extracted three times, and will The organic phase washed with water merged, is dried with sodium sulfate, filters and concentrate.Residue is adsorbed onto on RP-18 and by preparation Type MPLC (flowing phase: water/acetonitrile) purification on RP-18 post.Isolated fraction contains 64.0mg 100%, the 33% of theoretical value) 3-[2-fluoro-4-methyl-5-(2,2,2-trifluoroethyl sulfinyl) phenyl]-6-(3-pyridine Base) pyrazolo [3,4-d] triazine-4-ketone (I-1-2) and 72.0mg (being 100% according to LC/MS purity, the 39% of theoretical value) 3-[2-fluoro-4-methyl-5-(2,2,2-trifluoroethyl sulfenyl) phenyl]-6-(3-pyridine radicals) pyrazolo [3,4-d] triazine-4-ketone (I-1-3)。
(I-1-2)logP[a]:2.22；logP[b]:2.19；1H NMR(D6-DMSO,400MHz)δppm:9.84(s, 1H),9.37(s,1H),9.36(d,1H),8.78-8.76(m,1H),8.20(d,1H),7.75-7.71(m,1H),7.64(d, 1H), 4.39-4.01 (m, 2H), 3H is under DMSO peak.
(I-1-3)logP[a]:3.18；logP[b]:3.14；1H NMR(D6-DMSO,400MHz)δppm:9.84(s, 1H),9.36(s,1H),8.78-8.76(m,1H),8.56-8.53(d,1H),7.95(d,1H),7.75-7.71(m,1H), 7.52 (d, 1H), 3.99 (q, 2H), 3H is under DMSO peak.
Embodiment 3
5-{2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl) sulfinyl] phenyl }-2-(pyridin-3-yl)-2,5-two Hydrogen-4H-pyrazolo [3,4-d] pyrimidin-4-one (I-1-4)
At 0 DEG C, 35.4mg (0.14mmol) metachloroperbenzoic acid is joined the fluoro-4-of 61.0mg (0.14mmol) 5-{2- Methyl-5-[(2,2,2-trifluoroethyl) sulfenyl] phenyl }-2-(pyridin-3-yl)-2,5-dihydro-4H-pyrazolo [3,4-d] is phonetic Pyridine-4-ketone (I-1-1) is in the solution of 3ml dichloromethane.Reactant mixture is stirred at room temperature 2 hours, then uses dichloro Methane dilutes and uses dense sodium bicarbonate solution to process.After 10 minutes, it is separated, by organic facies and RP-18 material mixing, and Under reduced pressure remove solvent.By residue by preparative MPLC (flowing phase: water/acetonitrile) purification on RP-18 post.Isolate Fraction contain the title compound of 36.0mg (being 98.5% according to LC/MS purity, the 56% of theoretical value).
logP[a]:1.79；logP[b]:1,78；1H NMR(D6-DMSO,400MHz)δppm:9.60(s,1H),9.30 (d,1H),8.68(d,1H),8.47-8.42(m,2H),8.11(d,1H),7.67-7.65(m,1H),7.58(d,1H),4.35- 4.05 (m, 2H), 3H is under DMSO peak.
Embodiment 4
5-{2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl) sulfinyl] phenyl }-2-(1-pyridine oxide (oxidopyridin)-1--3-base) pyrazolo [3,4-d] pyrimidin-4-one (I-1-5)
At 0 DEG C, 119mg (0.48mmol) metachloroperbenzoic acid is joined 100mg (0.23mmol) 5-{2-fluoro-4-first Base-5-[(2,2,2-trifluoroethyl) sulfenyl] phenyl }-2-(pyridin-3-yl)-2,5-dihydro-4H-pyrazolo [3,4-d] pyrimidine- 4-ketone (I-1-1) is in the solution of 3ml dichloromethane.Reactant mixture is stirred at room temperature overnight, uses 28.0mg subsequently (0.12mmol) metachloroperbenzoic acid processes.At room temperature after a night, by reactant mixture dchloromethane and use Dense sodium bicarbonate solution processes.After 10 minutes, solid sucking filtration is gone out, wash with water and dichloromethane and be dried.Solid contains The title compound of 43.0mg (being 78% according to LC/MS purity, the 31% of theoretical value).
logP[a]:1.39；logP[b]:1.33；1H NMR(D6-DMSO,400MHz)δppm:9.60(s,1H),9.02 (s,1H),8.44(s,1H),8.31(d,1H),8.11(d,1H),8.03(d,1H),7.65-7.57(m,2H),4.32-4.05 (m, 2H), 3H is under DMSO peak
The synthesis of intermediate
By method B synthesis 5-amino-1-(pyridin-3-yl)-1H-pyrazoles-4-Ethyl formate (IIIa-1) and 3-amino- 1-(pyridin-3-yl)-1H-pyrazoles-4-Ethyl formate (III-1)
First 82.3g (0.59mol) potassium carbonate is joined in there-necked flask.Toast flask under argon gas, the most successively Add the 3-amino-4-pyrazole carboxylic acid ethyl ester of the Copper diiodide (I) of following material: 2.70g (0.014mol), 44.0g (0.28mol) DMAC N,N' dimethyl acetamide with 440ml.Suspension is stirred 10 minutes, is subsequently adding 7.18g (0.056mol) anti-form-1,2- Diamino-cyclohexane and 53.77g (0.34mol) 3-bromopyridine.Reactant mixture is made to reach reflux temperature and stir at 145 DEG C Overnight.After cooling, suction leaches reactant mixture, uses RP (C-18) post second by mother liquor concentrations and by residue by MPLC Nitrile/water/0.1% formic acid is purified.According to LC/MS, the first fraction contains the 5-amino-1-(pyridine-3-of the 70% of 39g Base) 3-amino-1-(the pyridin-3-yl)-1H-pyrazoles-4-Ethyl formate of-1H-pyrazoles-4-Ethyl formate (IIIa-1) and 30% (III-1) mixture.According to LC/MS, the second fraction has 10g, its by 83% 3-amino-1-(pyridin-3-yl)-1H-pyrrole Azoles-4-Ethyl formate (IIIb-1) forms.By preparation HPLC, (IIIa-1) and (III-1) in the first fraction is separated, Get back 24.5g (purity 96%) 5-amino-1-(pyridin-3-yl)-1H-pyrazoles-4-Ethyl formate as formic acid esters (IIIa- 1) and 11.5g (purity 99%) 3-amino-1-(pyridin-3-yl)-1H-pyrazoles-4-Ethyl formate (III-1).
(IIIa-1).HCOOH logP[a]:1.18；logP[b]:1.27；1H NMR(D6-DMSO,400MHz)δppm: 12.8(bs,1H),8.78(d,1H),8.62(dd,1H),8.14(s,1H),7.99-7.96(m,1H),7.76(s,1H),7.58 (dd,1H),6.51(bs,2H),4.23(q,2H),1.28(t,3H)
(III-1)logP[a]:1.12；logP[b]:1.32；1H NMR(D6-DMSO,400MHz)δppm:9.06(d, 1H),8.86(s,1H),8.47(d,1H),8.19(bd,1H),7.49(dd,1H),5.78(bs,2H),4.26(q,2H),1.30 (t,3H)
By method C synthesis 3-amino-1-(pyridin-3-yl)-1H-pyrazoles-4-Ethyl formate (III-1)
Step 1: benzaldehyde pyridin-3-yl hydrazone (VII-1)
To 15.00g (103.0mol) 3-hydrazino pyridine hydrochlorate (1:1) in 150ml toluene and 9.49g (68.7mmol) potassium carbonate is slowly added to 7ml (68.7mmol) benzaldehyde being dissolved in 100ml toluene.Reactant mixture is existed It is stirred overnight (with water separator) under backflow.After cooling, suction leaches insoluble fraction.By solid residue in ethyl acetate In repeatedly stir.Solid matter suction is leached and repeatedly stirs in the isopropanol of heat.Insoluble fraction suction is leached also Abandon；Filtrate is concentrated.The title compound of the 5.50g (purity 98%, the 40% of theoretical value) obtained directly is carried out into one Step converts.
logP[a]:0.86；logP[b]:2.22
Step 2:3-[2-benzal-1-(pyridin-3-yl) diazanyl]-2-cyanacrylate (VIII-1)
4.72g (27.9mmol) is added in 5.50g (27.9mmol) the benzaldehyde pyridin-3-yl hydrazone in 14ml toluene 2-cyano group-3-ethoxy ethyl acrylate.Reactant mixture is first heated at reflux 2h, adds the p-methyl benzenesulfonic acid of a spatula point After, then it is heated at reflux 2h.After cooling, suction leaches the solid being settled out, and abandons organic facies.First solid is joined again In 15ml toluene, then mix with 1.69g (10.0mmol) 2-cyano group-3-ethoxy ethyl acrylate.Reactant mixture is returned Stream heated overnight, then stands until cooling, uses dilution with toluene subsequently.After adding about 0.5ml acetonitrile, insoluble residue is taken out Suction strainer goes out and is dried under vacuum.Isolate the title compound of 3.11g (purity 90%, the 31% of theoretical value).
logP[a]:2.54；logP[b]:2.48
Step 3:3-amino-1-(pyridin-3-yl)-1H-pyrazoles-4-Ethyl formate (III-1)
First by 3.00g (9.37mmol) 3-[2-benzal-1-(pyridin-3-yl) diazanyl]-2-cyanacrylate Join in 11ml ethanol, be subsequently adding 1.1ml (13.11mmol) 37% hydrochloric acid solution.Reactant mixture is heated at reflux 1h, Cooling, then concentrates.Residue is stirred twice in the toluene of tepor.Solid matter suction is leached and under reduced pressure does Dry.Isolate the title compound of 2.64g (purity 92%, the 97% of theoretical value).
Other compounds of formula (I) are listed in the following table.
Table 1
The compound of formula (I-1)
Wherein V represents oxygen, R2Represent hydrogen, and remaining variables has the implication described in following table
Table 2
The analytical data of the described compound of report
Table 3
The compound of formula (I-2)
Wherein V represents oxygen, R2Represent hydrogen and remaining variables have an implication described in following table:
The NMR data of selected embodiment
NMR peak tabulating method
The 1H NMR data of selected embodiment is given with the form of 1H NMR peak list.For each signal peak, first arrange Go out the δ-value in terms of ppm, in round parentheses, then list signal intensity.δ-value-signal intensity-peak the logarithm at unlike signal peak passes through Branch is separate to be listed.
Therefore, for an embodiment, peak list takes the form of
δ1(intensity1)；δ2(intensity2)；……..；δi(intensityi)；……；δn(intensityn)
In the example of the H NMR spectroscopy printed, the height correlation of the intensity of spiking and the signal in terms of cm, and show Go out the actual proportions of signal intensity.In the case of broad signal, might show compared with the signal the strongest with spectrogram Described signal in several peaks or middle crest and relative intensity thereof.
For the correction of the chemical shift of 1H H NMR spectroscopy, we use the chemical shift of tetramethylsilane and/or solvent, special It not in the case of the spectrogram using DMSO to record.Therefore, in the list of NMR peak, may occur in which but tetramethyl need not necessarily occur Base silane peak.
The list at 1H NMR peak is similar to conventional 1H NMR printout, is therefore generally comprised within conventional NMR explanation and lists All peaks.
Additionally, as conventional 1H NMR printout, they can illustrate the stereoisomerism of solvents signals, target compound The signal of body (it is similarly formed a part for present subject matter) and/or the peak of impurity.
During the δ scope of the compound signal in reporting solvent and/or water, the list at our 1H NMR peak shows often The solvent peak seen, such as at DMSO-d6In the peak of DMSO, and the peak of water, they are generally of the highest intensity.
The mean intensity at the peak of the stereoisomer of target compound and/or the peak of impurity is generally than target compound (example Such as, purity > 90%) the intensity at peak lower.
This kind of stereoisomer and/or impurity are that specific preparation method is distinctive.Therefore, in this case, they Peak can help to identify our preparation method again according to " by-product fingerprint (by-product fingerprint) " Existing property.
If it is required, calculated by known method (MestreC, ACD simulate, and use the expected value by empirical estimating) The professional at the peak of target compound optionally uses other density filter to come the peak of isolating target compound.This point Select relevant peaks similar to from conventional 1H NMR explanation.
Other details of 1H NMR peak list are found in research public data storehouse (Research Disclosure Database) No. 564025.
Biological Examples
Housefly (Musca domestica) test (MUSCDO)
Solvent: dimethyl sulfoxide
For preparing suitable active agent preparation, 10mg active component is mixed with 0.5ml dimethyl sulfoxide, and this is dense Contracting liquid is diluted with water to desired concn.
10 adult houseflies (Musca domestica) are put into and comprises by sugar juice and the active component system of desired concn In the container of the sponge that agent processed.
After 2 days, measure the kill rate in terms of %.100% means that all flies are killed；0% means do not have fly quilt Kill.
In this experiment, such as, the following compound of preparation embodiment shows 80% under the rate of application of 100ppm Effect: I-1-2, I-1-3.
Black peach aphid (Myzuspersicae)-spray testing (MYZUPE)
Solvent: the acetone of 78 weight portions
The dimethylformamide of 1.5 weight portions
Emulsifying agent: alkylaryl polyglycol ether
For preparing suitable active agent preparation, the active component of the 1 weight portion solvent of specified wt part is dissolved, and Supplement until reaching desired concn with the water containing the emulsifying agent that concentration is 1000ppm.For preparing other experimental concentration, by this system The agent water containing emulsifying agent dilutes.
To the Chinese cabbage (Brassica pekinensis) infected by the green black peach aphid (Myzus persicae) in all stages The active agent preparation of desired concn is sprayed on leaf dish.
After 6 days, measure the effect in terms of %.100% means that all aphids are killed；0% means do not have aphid to be killed Extremely.
In this experiment, such as, the compound below preparing embodiment shows 100% under the rate of application of 500g/ha Effect: I-1-2, I-1-3, I-1-4, I-1-5, I-1-10, I-1-11.
In this experiment, such as, the compound below preparing embodiment shows 90% under the rate of application of 500g/ha Effect: I-1-6, I-1-7, I-1-8, I-1-12, I-1-14, I-1-15, I-1-16, I-1-17, I-1-18, I-1-19, I-1- 21、I-1-22、I-2-23。
In this experiment, such as, the following compound from preparation embodiment shows under the rate of application of 100g/ha Effect of 90%: I-1-9.
In this experiment, such as, the following compound from preparation embodiment shows under the rate of application of 20g/ha Effect of 90%: I-1-20.
Tetranychus urticae (Tetranychus urticae)-spray testing, OP-resistance (TETRUR)
Solvent: the acetone of 78.0 weight portions
The dimethylformamide of 1.5 weight portions
Emulsifying agent: alkylaryl polyglycol ether
For preparing suitable active agent preparation, the active component of the 1 weight portion solvent of specified wt part is dissolved, and Supplement until reaching desired concn with the water containing the emulsifying agent that concentration is 1000ppm.For preparing other experimental concentration, by this system The agent water containing emulsifying agent dilutes.
To by greenhouse tetranychus telarius (greenhouse red spider the mite) (Tetranychus urticae in all stages (Tetranychus urticae)) spray the activity of desired concn on Kidney bean (Phaseolus vulgaris) the leaf dish that infects Compound formulation.
After 6 days, measure the effect in terms of %.100% means that all tetranychids are killed；0% means do not have tetranychid to be killed Extremely.
In this experiment, such as, the following compound from preparation embodiment shows under the rate of application of 500g/ha Effect of 100%: I-1-4.
In this experiment, such as, the following compound from preparation embodiment shows under the rate of application of 500g/ha Effect of 90%: I-1-20.
Black peach aphid-spray testing (MYZUPE)
Solvent: the dimethylformamide of 7 weight portions
Emulsifying agent: alkylaryl polyglycol ether
For preparing suitable active agent preparation, the active component of the 1 weight portion solvent of specified wt part is dissolved, and Supplement until reaching desired concn with the water containing the emulsifying agent that concentration is 1000ppm.For preparing other experimental concentration, by this system The agent water containing emulsifying agent dilutes.If needing to add ammonium salt or/and penetrating agent, then by dense with 1000ppm of each of which Degree adds to formulation soln.
Processed by the active agent preparation of sprinkling desired concn and seriously infected by green black peach aphid (Myzus persicae) Fructus Capsici (Capsicum annuum) plant.
After 6 days, measure the kill rate in terms of %.100% means that all aphids are killed；0% means do not have aphid quilt Kill.
In this test, such as, the following compound from preparation embodiment shows under the rate of application of 20ppm Effect of 100%: I-1-1.
In this test, such as, the following compound from preparation embodiment shows 100% under the rate of application of 4ppm Effect: I-1-13.

Claims (13)

1. formula (I) compound
Wherein
G represents N or C-A1,
A1Represent hydrogen, halogen, cyano group, nitro, alkyl, haloalkyl, alkoxyl, halogenated alkoxy or the most optional The cycloalkyl that is replaced or cycloalkenyl group, T represent electronics to or oxygen,
R1Represent the group of following formula
The key being wherein connected with the nitrogen-atoms of C (=the V)-N-Q group of formula (I) with asterisk (*) labelling,
R represents NR7R8, or represent be optionally substituted in each case selected from following group: alkyl, thiazolinyl, alkynyl, Alkoxyalkyl, alkyl-S (O)m-alkyl, R7-CO-alkyl, NR7R8-CO-alkyl, cycloalkyl, cycloalkenyl group, cycloalkyl-alkyl, Cycloalkenyl alkyl, heterocyclic radical, cycloheteroalkylalkyl, phenyl, phenylalkyl, heteroaryl and heteroaryl alkyl,
W represents selected from following group: O, S, SO and SO2,
X represents selected from following group: hydrogen, halogen, cyano group, alkyl, haloalkyl, alkoxyl, halogenated alkoxy and cycloalkyl,
Y represents selected from following group: hydrogen, halogen, cyano group, alkyl, haloalkyl, alkoxyl, halogenated alkoxy, cycloalkyl and NR5R6,
R2Represent hydrogen or alkyl,
Q represents nitrogen or C-R3, wherein
R3Represent selected from following group: hydrogen, halogen, cyano group, nitro, hydroxyl, alkyl, haloalkyl, cycloalkyl, alkoxyl, halogen For alkoxyl, cycloalkyl-alkyl, alkoxyalkyl, halogenated alkoxy alkyl, SH, alkyl sulfenyl, alkyl sulphinyl, alkyl sulphur Acyl group, haloalkylthio, alkylsulfinyl, halogenated alkyl sulfonyl, NH2, alkyl amino and dialkyl amido,
V represents selected from following group: oxygen, sulfur and NR4, and
R4Represent selected from following group: hydrogen, cyano group, alkyl, haloalkyl, cycloalkyl, nitro, carbonylic alkyl, carbonyl alkyl halide Base and carbonylic alkoxy,
R5Represent selected from following group: hydrogen, alkyl and haloalkyl,
R6Represent selected from following group: hydrogen, alkyl and haloalkyl,
Or
R5And R6Represent together with the nitrogen being bonded with them be optionally substituted saturated or undersaturated 3 yuan to 6 rings, described 3 Unit to 6 rings optionally with other hetero atoms,
R7Represent hydrogen, hydroxyl, or be optionally substituted in each case selected from following group: alkyl, alkoxyl, alcoxyl Base alkyl, alkyl-S (O)m-alkyl, alkyl-carbonyl, alkoxy carbonyl, cycloalkyl, cycloalkenyl group, cycloalkyl-alkyl, cycloalkenyl group alkane Base, heterocyclic radical, cycloheteroalkylalkyl, phenyl, phenylalkyl, heteroaryl and heteroaryl alkyl,
R8Represent hydrogen, metal ion, the ammonium ion being optionally substituted, or be optionally substituted in each case selected from Under group: alkyl, alkoxyl, alkoxyalkyl, alkyl-S (O)m-alkyl, and
M represents the number selected from 0,1 and 2.
Formula the most according to claim 1 (I) compound, wherein
G represents N or C-A1,
A1Represent selected from following group: hydrogen, halogen, cyano group, C1-C6-alkyl, C1-C6-haloalkyl and C3-C6-cycloalkyl,
T represent electronics to or oxygen,
R1Represent the group of following formula
The key being wherein connected with the nitrogen-atoms of C (=the V)-N-Q group of formula (I) with asterisk (*) labelling,
R represents NR7R8；Or represent C1-C6-alkyl, C3-C6-thiazolinyl, C3-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C1- C6-alkyl-S (O)m-C1-C4-alkyl, each is optionally replaced by halogen or cyano group；Or represent R7-CO-C1-C4- Alkyl；Or represent NR7R8-CO-C1-C4-alkyl；Or represent C3-C8-cycloalkyl, each optionally (is produced C by oxygen =O), halogen, cyano group, C1-C4-alkyl, C1-C4-alkoxyl and C1-C4-haloalkyl is monosubstituted or two replacements；Or represent C3- C8-cycloalkenyl group, each is optionally by oxygen (producing C=O), C1-C4-alkyl, C1-C4-alkoxyl and C1-C4-halo Alkyl is monosubstituted or two replacements；Or represent C3-C6-cycloalkyl-C1-C4-alkyl, its optionally by oxygen (produce C=O), halogen, Cyano group, C1-C4-alkyl, C1-C4-alkoxyl and C1-C4-haloalkyl is monosubstituted or two replacements；Or represent C3-C6-cycloalkenyl group- C1-C4-alkyl, it is optionally by oxygen (producing C=O), C1-C4-alkyl, C1-C4-alkoxyl and C1-C4-haloalkyl is monosubstituted Or two replacements；Or representing heterocyclic radical, it is optionally by oxygen (producing C=O), C1-C4-alkyl, C1-C4-alkoxyl and C1-C4-halogen Substituted alkyl is monosubstituted or two replacements；Or represent heterocyclic radical-C1-C4-alkyl, it is optionally by oxygen (producing C=O), C1-C4-alkane Base, C1-C4-alkoxyl and C1-C4-haloalkyl is monosubstituted or two replacements；Or represent phenyl, phenyl-C1-C4-alkyl, heteroaryl With heteroaryl-C1-C4-alkyl, each is optionally by halogen, cyano group, C1-C4-alkyl, C1-C4-haloalkyl, C1- C4-alkoxyl or C1-C4-halogenated alkoxy is monosubstituted to three replacements,
M represents the number selected from 0,1 and 2,
W represents selected from following group: O, S, SO and SO2,
X represents selected from following group: hydrogen, halogen, cyano group, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxyl, C1- C6-halogenated alkoxy and C3-C6-cycloalkyl,
Y represents selected from following group: hydrogen, halogen, cyano group, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxyl, C1- C6-halogenated alkoxy, C3-C6-cycloalkyl and NR5R6,
R2Represent hydrogen or C1-C6-alkyl,
Q represents nitrogen or C-R3,
R3Represent selected from following group: hydrogen, hydroxyl, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, C1-C6-alkane Epoxide, C1-C6-halogenated alkoxy, C3-C6-cycloalkyloxy-C1-C4-alkyl, C1-C6-alkoxy-C1-C4-alkyl, C1-C6-halogen For alkoxy-C1-C4-alkyl, SH, C1-C6-alkyl sulfenyl, C1-C6-alkyl sulphinyl, C1-C6-alkyl sulphonyl, NH2、 C1-C6-alkyl amino and two (C1-C6-alkyl)-amino,
V represents selected from following group: oxygen, sulfur and NR4,
R4Represent selected from following group: hydrogen, cyano group, C1-C6-alkyl, C2-C6-haloalkyl and C3-C6-cycloalkyl,
R5Represent selected from following group: hydrogen, C1-C6-alkyl and C2-C6-haloalkyl,
R6Represent selected from following group: hydrogen, C1-C6-alkyl and C2-C6-haloalkyl,
R5And R6Also represent together with the nitrogen-atoms can being bonded with them optionally by halogen, cyano group, C1-C4-alkyl, C1-C4-halogen Substituted alkyl, C1-C4-alkoxyl, C1-C4-halogenated alkoxy is substituted be saturated to triunsaturated 3 yuan to 6 rings,
R7Represent selected from following group: hydrogen, hydroxyl, or C1-C6-alkyl, C1-C6-alkoxyl, C1-C6-alkoxy-C1-C4-alkane Base, C1-C6-alkyl-S (O)m-C1-C4-alkyl, C1-C6-alkyl-carbonyl, C1-C6-alkoxy carbonyl, C3-C6-cycloalkyl, C3- C6-cycloalkenyl group, C3-C6-cycloalkyl-C1-C3-alkyl, C3-C6-cycloalkenyl group-C1-C3-alkyl, heterocyclic radical, heterocyclic radical-C1-C3-alkane Base, each is optionally mono-or polysubstituted with halogens or or two replacements monosubstituted by cyano group；And represent phenyl, Phenyl-C1-C3-alkyl, heteroaryl and heteroaryl-C1-C3-alkyl, each is optionally by C1-C4-alkyl, C1-C4- Haloalkyl, C1-C4-alkoxyl, C1-C4-halogenated alkoxy, C3-C6-cycloalkyl, halogen or cyano group are monosubstituted to four replacements, and And
R8Represent hydrogen, metal ion；Or represent optionally by C1-C4Monosubstituted to the quaternary ammonium ion of-alkyl；Or represent choosing Group from following: C1-C4-alkyl, C1-C4-alkoxyl, C1-C4-alkoxy-C1-C4-alkyl and C1-C4-alkyl-S (O)m-alkane Base, each is optionally mono-or polysubstituted with halogens or or two replacements monosubstituted by cyano group.
Formula the most according to claim 1 (I) compound, wherein
G represents N or C-A1,
A1Represent selected from following group: halogen, fluorine, chlorine, bromine, C1-C4-alkyl and C1-C4-haloalkyl,
T represent electronics to or oxygen,
R1Represent the group of following formula
The key being wherein connected with the nitrogen-atoms of C (=the V)-N-Q group of formula (I) with asterisk (*) labelling,
R represents NR7R8；Or represent C1-C6-alkyl, C3-C6-thiazolinyl, C3-C6-alkynyl, C1-C4-alkoxy-C1-C3-alkyl, C1- C4-alkyl-S (O)m-C1-C3-alkyl, each is optionally by monosubstituted to the miscellaneous replacement of halogen or by oxygen (generation C= O) monosubstituted or two replacements or or two replacements monosubstituted by cyano group；Or represent R7-CO-C1-C2-alkyl；Or represent NR7R8-CO- C1-C2-alkyl；Or represent C3-C8-cycloalkyl, it is optionally by oxygen (producing C=O), halogen, cyano group, C1-C4-alkyl, C1-C4- Alkoxyl and C1-C4-haloalkyl is monosubstituted or two replacements；Or represent C3-C8-cycloalkenyl group, it optionally (is produced C=by oxygen O)、C1-C4-alkyl, C1-C4-alkoxyl and C1-C4-haloalkyl is monosubstituted or two replacements；Or represent C3-C6-cycloalkyl-C1- C4-alkyl, it is optionally by oxygen (producing C=O), halogen, cyano group, C1-C4-alkyl, C1-C4-alkoxyl and C1-C4-alkyl halide Base is monosubstituted or two replacements；Or represent saturated or undersaturated C3-C6-cycloalkenyl group-C1-C4-alkyl, it optionally (is produced by oxygen C=O), C1-C4-alkyl, C1-C4-alkoxyl and C1-C4-haloalkyl is monosubstituted or two replacements；Or representing heterocyclic radical, it is optional Ground is by oxygen (producing C=O), C1-C4-alkyl, C1-C4-alkoxyl and C1-C4-haloalkyl is monosubstituted or two replacements；Or represent miscellaneous Ring group-C1-C4-alkyl, it is optionally by oxygen (producing C=O), C1-C4-alkyl, C1-C4-alkoxyl and C1-C4-haloalkyl list Replace or two replacements；Or represent phenyl, phenyl-C1-C3-alkyl, heteroaryl and heteroaryl-C1-C3-alkyl, each Optionally by halogen, cyano group, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxyl or C1-C4-halogenated alkoxy is monosubstituted To three replacements,
W represents selected from S, SO and SO2Group,
X represents selected from following group: hydrogen, fluorine, chlorine, bromine, iodine, cyano group, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkane Epoxide and C1-C4-halogenated alkoxy,
Y represents selected from following group: hydrogen, fluorine, chlorine, bromine, iodine, cyano group, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkane Epoxide and C1-C4-halogenated alkoxy,
R2Represent hydrogen or C1-C4-alkyl,
Q represents nitrogen or C-R3,
R3Represent selected from following group: hydrogen, hydroxyl, C1-C4-alkyl, C1-C4-haloalkyl, C3-C6-cycloalkyl, C1-C4-alkane Epoxide, C1-C4-halogenated alkoxy, C3-C6-cycloalkyloxy-C1-C3-alkyl, C1-C4-alkoxy-C1-C3-alkyl, C1-C4-halogen For alkoxy-C1-C3-alkyl, SH, C1-C4-alkyl sulfenyl, C1-C4-alkyl sulphinyl, C1-C4-alkyl sulphonyl, NH2、 C1-C4-alkyl amino and two (C1-C4-alkyl)-amino,
V represents oxygen,
R7Represent hydrogen, hydroxyl, or represent selected from following group: C1-C4-alkyl, C1-C4-alkoxyl, C1-C4-alkoxy-C1- C4-alkyl, C1-C4-alkyl-S (O)m-C1-C3-alkyl, C1-C4-alkyl-carbonyl, C1-C4-alkoxy carbonyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C3-alkyl, heterocyclic radical, heterocyclic radical-C1-C3-alkyl, each is optionally monosubstituted by halogen Or polysubstituted or monosubstituted by cyano group or two replacements；And represent phenyl, benzyl, pyridine radicals, pyrimidine radicals, thiazolyl, oxazolyl, Pyrazolyl, thienyl, furyl, pyridylmethyl and benzothiazolylmethyl, each is optionally by C1-C4-alkyl, C1- C3-haloalkyl, C1-C3-alkoxyl, C1-C3-halogenated alkoxy, cyclopropyl, fluorine, chlorine, bromine or cyano group are monosubstituted to three replacements, And
R8Represent hydrogen, metal ion, or represent optionally by C1-C4Monosubstituted to the quaternary ammonium ion of-alkyl, or selected from following Group: C1-C4-alkyl, C1-C4-Alkoxyl, C1-C4-alkoxy-C1-C2-alkyl and C1-C4-alkyl-S (O)m-C1-C2-alkane Base, each is optionally mono-or polysubstituted with halogens or or two replacements monosubstituted by cyano group,
M represents the number selected from 0,1 and 2.
Formula the most according to claim 1 (I) compound, wherein
G represents N or C-A1,
A1Represent selected from following group: hydrogen, fluorine, chlorine, bromine, methyl, ethyl, isopropyl, the tert-butyl group, trifluoromethyl, difluoro first Base, 2,2,2-trifluoroethyls and 2,2-bis-fluoro ethyl,
T represent electronics to or oxygen,
R1Represent the group of following formula
The key being wherein connected with the nitrogen-atoms of C (=the V)-N-Q group of formula (I) with asterisk (*) labelling,
R represents NR7R8；Or represent selected from following group: C1-C4-alkyl, C3-C4-thiazolinyl, C3-C4-alkynyl, C1-C2-alcoxyl Base-C1-C2-alkyl and C1-C2-alkyl-S (O)m-C1-C2-alkyl, each optionally monosubstituted by fluorine, chlorine, two take Generation, three replacements, four replacements or five replacements or by cyano group two replacement；Or represent R7-CO-C1-C2-alkyl；Or represent NR7R8-CO- C1-C2-alkyl；Or represent C3-C6-cycloalkyl, it is optionally by halogen, cyano group, C1-C2-alkyl, C1-C2-alkoxyl or C1- C2-haloalkyl is monosubstituted or two replacements or or two replacements (produce C=O) monosubstituted by oxygen atom；Or represent C3-C6-cyclenes Base, it is optionally by C1-C2-alkyl, C1-C2-alkoxyl or C1-C2-haloalkyl is monosubstituted or two replacements or by oxygen atom list Replace or two replacements (producing C=O)；Or represent C3-C6-cycloalkyl-C1-C2-alkyl, it is optionally by halogen, cyano group, C1-C2- Alkyl, C1-C2-alkoxyl or C1-C2-haloalkyl is monosubstituted to two replacements；Or represent C3-C6-cycloalkenyl group-C1-C2-alkyl, its Optionally by C1-C2-alkyl, C1-C2-alkoxyl or C1-C2-haloalkyl is monosubstituted or two replacements；Or represent heterocyclic radical, its Selection of land is by C1-C2-alkyl, C1-C2-alkoxyl or C1-C2-haloalkyl is monosubstituted or two replacements；Or represent heterocyclic radical-C1-C2- Alkyl, it is optionally by C1-C2-alkyl, C1-C2-alkoxyl or C1-C2-haloalkyl is monosubstituted or two replacements；Or represent benzene Base, benzyl, pyridine radicals, pyrimidine radicals, thiazolyl, oxazolyl, pyrazolyl, thienyl, furyl, pyridylmethyl and thiazolyl first Base, each is optionally by fluorine, chlorine, bromine, cyano group, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxyl or C1-C4-halogenated alkoxy is monosubstituted or two replacements,
W represents selected from S, SO and SO2Group,
X represents selected from following group: hydrogen, fluorine, chlorine, bromine, cyano group, methyl, ethyl, trifluoromethyl, methoxyl group, ethyoxyl, two Fluorine methoxyl group and trifluoromethoxy,
Y represents selected from following group: hydrogen, fluorine, chlorine, bromine, cyano group, methyl, ethyl, trifluoromethyl, methoxyl group, ethyoxyl, two Fluorine methoxyl group and trifluoromethoxy,
R2Represent hydrogen or methyl,
Q represents nitrogen or C-R3,
R3Represent selected from following group: hydrogen, methyl, trifluoromethyl and cyclopropyl,
V represents oxygen,
R7Represent selected from following group: hydrogen, hydroxyl, or C1-C4-alkyl, C1-C4-alkoxyl, C1-C4-alkoxy-C1-C4-alkane Base, C1-C4-alkyl-S (O)m-C1-C2-alkyl, C1-C4-alkyl-carbonyl, C1-C4-alkoxy carbonyl, C3-C6-cycloalkyl, C3- C6-cycloalkyl-C1-C3-alkyl, heterocyclic radical and heterocyclic radical-C1-C3-alkyl, its optionally, two replacements monosubstituted by fluorine, chlorine, three Replacement, four replacements or five replacements or or two replacements monosubstituted by cyano group；Or represent phenyl, benzyl, pyridine radicals, pyrimidine radicals, thiazole Base, oxazolyl, pyrazolyl, thienyl, furyl, pyridylmethyl and benzothiazolylmethyl, each is optionally by C1- C4-alkyl, C1-C3-haloalkyl, C1-C3-alkoxyl, C1-C3-halogenated alkoxy, cyclopropyl, fluorine, chlorine, bromine or cyano group list take Dai Zhisan replaces,
R8Represent hydrogen, alkali metal ion or alkaline-earth metal ions, optionally by C1-C4Monosubstituted to the quaternary ammonium of-alkyl from Son, or represent selected from following group: C1-C4-alkyl, C1-C4-alkoxyl, C1-C4-alkoxy-C1-C2-alkyl and C1-C4- Alkyl-S (O)m-C1-C2-alkyl, each optionally monosubstituted or polysubstituted or monosubstituted by cyano group by fluorine, chlorine or Two replacements, and
M represents the number selected from 0,1 and 2.
Formula the most according to claim 1 (I) compound, wherein
G represents N or C-A1,
A1Represent selected from hydrogen and the group of fluorine,
T represent electronics to or oxygen,
R1Represent selected from following group:
The key being wherein connected with the nitrogen-atoms of C (=the V)-N-Q group of formula (I) with asterisk (*) labelling,
R represents methyl, ethyl, propyl group, isopropyl, normal-butyl, isobutyl group, sec-butyl, the tert-butyl group, pi-allyl, crotyl, alkynes Propyl group, 2-butyne base, each optionally, two replacements monosubstituted by fluorine or three replacements or monosubstituted by cyano group；Or generation Table C3-C6-cycloalkyl, it is optionally monosubstituted by fluorine, chlorine, cyano group, methyl, ethyl, methoxyl group, ethyoxyl or trifluoromethyl；Or Represent C3-C6-methyl cycloalkyl, it is optionally monosubstituted by fluorine, chlorine, cyano group, methyl, ethyl, methoxyl group or trifluoromethyl；Or Represent phenyl, benzyl, pyridine radicals, pyrimidine radicals, thiazolyl and pyridylmethyl, each optionally by fluorine, chlorine, bromine, Cyano group, methyl, ethyl, isopropyl, the tert-butyl group, trifluoromethyl, difluoromethyl, methoxyl group, ethyoxyl, difluoro-methoxy or trifluoro Methoxyl group is monosubstituted or two replacements,
W represents selected from S, SO and SO2Group,
X represents selected from following group: hydrogen, fluorine, chlorine, bromine, cyano group, methyl, ethyl, trifluoromethyl, methoxyl group, ethyoxyl, two Fluorine methoxyl group and trifluoromethoxy,
Y represents selected from following group: hydrogen, fluorine, chlorine, bromine, cyano group, methyl, ethyl, trifluoromethyl, methoxyl group, ethyoxyl, two Fluorine methoxyl group and trifluoromethoxy,
R2Represent hydrogen or methyl,
Q represents nitrogen or C-R3,
R3Represent selected from following group: hydrogen, methyl, trifluoromethyl and cyclopropyl,
V represents oxygen.
The compound of formula the most according to claim 1 (I), wherein
G represents N or C-A1,
A1Represent selected from hydrogen and the group of fluorine,
T represents electronics pair,
R1Represent the group of following formula
The key being wherein connected with the nitrogen-atoms of C (=the V)-N-Q group of formula (I) with asterisk (*) labelling,
R represents methyl, ethyl, propyl group, isopropyl, normal-butyl, isobutyl group, sec-butyl, the tert-butyl group, pi-allyl, crotyl, alkynes Propyl group, 2-butyne base, each optionally, two replacements monosubstituted by fluorine or three replacements or monosubstituted by cyano group；Or generation Table C3-C6-cycloalkyl, it is optionally monosubstituted by fluorine, chlorine, cyano group, methyl, ethyl, methoxyl group, ethyoxyl or trifluoromethyl；Or Represent C3-C6-methyl cycloalkyl, it is optionally monosubstituted by fluorine, chlorine, cyano group, methyl, ethyl, methoxyl group or trifluoromethyl；Or Represent phenyl, benzyl, pyridine radicals, pyrimidine radicals, thiazolyl and pyridylmethyl, each optionally by fluorine, chlorine, bromine, Cyano group, methyl, ethyl, isopropyl, the tert-butyl group, trifluoromethyl, difluoromethyl, methoxyl group, ethyoxyl, difluoro-methoxy or trifluoro Methoxyl group is monosubstituted or two replacements,
W represents selected from S, SO and SO2Group,
X represents selected from following group: hydrogen, fluorine, chlorine, bromine, cyano group, methyl, ethyl and trifluoromethyl,
Y represents selected from following group: hydrogen, fluorine, chlorine, bromine, cyano group, methyl, ethyl and trifluoromethyl,
R2Represent hydrogen or methyl,
Q represents nitrogen or C-R3,
R3Represent selected from hydrogen and the group of methyl,
V represents oxygen.
Formula the most according to claim 1 (I) compound, wherein
G represents N or C-A1,
A1Represent selected from hydrogen and the group of fluorine,
T represents electronics pair,
R1Represent the group of following formula
The key being wherein connected with the nitrogen-atoms of C (=the V)-N-Q group of formula (I) with asterisk (*) labelling,
R represents methyl, ethyl, propyl group, isopropyl, normal-butyl, isobutyl group, sec-butyl, the tert-butyl group, pi-allyl, crotyl, alkynes Propyl group, 2-butyne base, each optionally, two replacements monosubstituted by fluorine or three replacements or monosubstituted by cyano group；Or generation Table C3-C6-cycloalkyl, it is optionally monosubstituted by fluorine, chlorine, cyano group, methyl, ethyl, methoxyl group, ethyoxyl or trifluoromethyl；Or Represent C3-C6-methyl cycloalkyl, it is optionally monosubstituted by fluorine, chlorine, cyano group, methyl, ethyl, methoxyl group or trifluoromethyl；Or Represent phenyl, benzyl, pyridine radicals, pyrimidine radicals, thiazolyl and pyridylmethyl, each optionally by fluorine, chlorine, bromine, Cyano group, methyl, ethyl, isopropyl, the tert-butyl group, trifluoromethyl, difluoromethyl, methoxyl group, ethyoxyl, difluoro-methoxy or trifluoro Methoxyl group is monosubstituted or two replacements,
W represents selected from S, SO and SO2Group,
X represents selected from following group: hydrogen, fluorine, chlorine, bromine, cyano group, methyl, ethyl and trifluoromethyl,
Y represents selected from following group: hydrogen, fluorine, chlorine, bromine, cyano group, methyl, ethyl and trifluoromethyl,
R2Represent hydrogen or methyl,
Q represents nitrogen or C-R3,
R3Represent selected from hydrogen and the group of methyl,
V represents oxygen.
Formula the most according to claim 1 (I) compound, wherein
G represents N or C-A1,
A1Represent selected from hydrogen or the group of fluorine,
T represents electronics pair,
R1Represent the group of following formula
The key being wherein connected with the nitrogen-atoms of C (=the V)-N-Q group of formula (I) with asterisk (*) labelling,
R represents methyl, ethyl, propyl group, isopropyl, normal-butyl, isobutyl group, sec-butyl, the tert-butyl group, pi-allyl, crotyl, alkynes Propyl group, 2-butyne base, each optionally, two replacements monosubstituted by fluorine or three replacements or monosubstituted by cyano group；Or generation Table C3-C6-cycloalkyl, it is optionally monosubstituted by fluorine, chlorine, cyano group, methyl, ethyl, methoxyl group, ethyoxyl or trifluoromethyl；Or Represent C3-C6-methyl cycloalkyl, it is optionally monosubstituted by fluorine, chlorine, cyano group, methyl, ethyl, methoxyl group or trifluoromethyl；Or Represent phenyl, benzyl, pyridine radicals, pyrimidine radicals, thiazolyl and pyridylmethyl, each optionally by fluorine, chlorine, bromine, Cyano group, methyl, ethyl, isopropyl, the tert-butyl group, trifluoromethyl, difluoromethyl, methoxyl group, ethyoxyl, difluoro-methoxy or trifluoro Methoxyl group is monosubstituted or two replacements,
W represents selected from S, SO and SO2Group,
X represents selected from following group: hydrogen, fluorine, chlorine, bromine, cyano group, methyl, ethyl and trifluoromethyl,
Y represents selected from following group: hydrogen, fluorine, chlorine, bromine, cyano group, methyl, ethyl and trifluoromethyl,
R2Represent hydrogen or methyl,
Q represents nitrogen or C-R3,
R3Represent selected from hydrogen and the group of methyl,
V represents oxygen.
Formula the most according to claim 1 (I) compound, wherein
G represents C-A1,
A1Represent hydrogen,
T represent electronics to or oxygen,
R1Represent the group of following formula
The key being wherein connected with the nitrogen-atoms of C (=the V)-N-Q group of formula (I) with asterisk (*) labelling,
R represents selected from methyl, trifluoroethyl and the group of Cvclopropvlmethvl,
W represents the group selected from S and SO,
X represents selected from following group: hydrogen, fluorine, chlorine and methyl,
Y represents selected from hydrogen, chlorine and the group of methyl,
R2Represent hydrogen,
Q represents nitrogen or C-R3,
R3Represent hydrogen or methyl, and
V represents oxygen.
10. compositions, it is characterised in that containing at least one according to formula (I) compound described in claim 1 to 9 and routine Extender and/or surfactant.
11. are used for preventing and treating according to formula (I) compound described in claim 1 to 9 or compositions according to claim 10 The purposes of insect.
The compound of 12. formulas (II)
Wherein G, T, R1And R2There is implication mentioned in claim 1.
The compound of 13. formulas (VIII-1)
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